Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10242-10-1,5-Chlorobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 4-aminopiperidine-l-carboxylate (1.02 g, 5.10 mmol, 1.0 equiv) in DMF (10 mL) was added 5-chlorobenzofuran-2 -carboxylic acid (1 .0 g, 5.1 mmol, 1.0 equiv) and HATU (3.800 g, 10.02 mmol, 2.0 equiv) at RT. The resulting reaction mixture was stirred for 10 minutes and DIPEA (2.5 mL, 15.00 mmol, 3.00 equiv) was added. The reaction mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS. The reaction mixture was diluted with water (50 mL) and extracted with ethyl acetate (100 mL c 2). Combined organic extracts were washed with water (20 mL *4), dried over anhydrous NaaSOr and concentrated. The crude product obtained was treated w ith ether- hexane (50:50) to obtain tert-butyl 4-(5-chlorobenzofuran-2-carboxaniido)piperidine-1 – carboxylate (0.800 g, 43% yield) as an off-white solid. LCMS: 379.2 [M+H] 2

10242-10-1, The synthetic route of 10242-10-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PRAXIS BIOTECH LLC; DELGADO OYARZO, Luz Marina; URETA DIAZ, Gonzalo Andres; PUJALA, Brahmam; PANPATIL, Dayanand; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; (0 pag.)WO2019/236710; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a. Preparation of 2,3-dihydrobenzo[b]furan-7-carboxylic acid (15a) To a solution of n-BuLi (1.7 M, 123 ml, 0.21 mol) in 400 ml of hexane at room temperature was added 24.3 g (0.21 mol) of N,N,N’,N’-tetramethylethylenediamine (TMEDA), followed by a hexane (40 ml) solution of 2,3-dihydrobenzo[b]furan (14) (12.56 g, 0.11 mol). The mixture was stirred under argon at room temperature for 4 hours, and then poured into dry ice (pre-washing with anhydrous ether). After stirring at ambient temperature overnight, the mixture was diluted with water (300 ml), and the layers separated. The aqueous layer was acidified with conc. HCl to pH 1, cooled and the precipitate collected on a filter. This was recrystallized from CH2Cl2 to give 15a (9.43 g, 54.7%) as a white solid, mp 167-169.5C., 496-16-2

As the paragraph descriping shows that 496-16-2 is playing an increasingly important role.

Reference£º
Patent; Erbamont Inc.; EP234872; (1991); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

50551-63-8,50551-63-8, 6-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 207 To a solution of 6-methoxybenzofuran (16.9 g) in collidine (200 ml) was added lithium iodide (30.5 g), and the mixture was refluxed under argon atmosphere for 1 day and cooled. To the mixture was added 1N hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with 2N hydrochloric acid (5 times) and then washed with water and saturated brine, and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography to give dark brown oil of 6-hydroxybenzofuran (2.9 g). 1H-NMR (200 MHz, CDCl3) delta 8 5.04 (s, 1H), 6.69 (dd, 1H, J=2.6, 1.0 Hz), 6.79 (dd, 1H, J=8.4, 2.2 Hz), 7.00 (d, 1H, J=2.0 Hz), 7.42 (d, 1H, J=8.4 Hz), 7.52 (d, 1H, J=2.2 Hz).

As the paragraph descriping shows that 50551-63-8 is playing an increasingly important role.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US6235771; (2001); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

37418-88-5, 4-Hydroxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Decanoyl chloride (20 mul, ca. 0.1 mmol) in THF (2 ml) was cooled to 0 ¡ãC, and a solution of 1 (16.4 mg, 0.1 mmol) in THF (1.5 ml) was added dropwise; the mixture was stirred under 15 ¡ãC for 4 h. After this time, water was added and extracted with dichloromethane, then successively washed with H2O and brine. The organic layer was dried with MgSO4, and evaporated to give a crude product, which was chomatographed on silica gel eluting with CHCl3-MeOH to give 20 (70percent): white oil; 1H NMR (CDCl3, 400 MHz): delta 0.84 (t, J = 7.2 Hz, 3H), 1.23 (m, 12H), 1.72 (m, 2H), 2.24 (t, J = 6.4 Hz, 2H), 6.62 (d, J = 7.6 Hz, 1H), 6.64 (d, J = 8.0 Hz, 1H), 7.14 (t, J = 8.0 Hz, 1H); 13C NMR (CDCl3, 100 MHz): delta 172.3, 163.7, 163.5, 154, 143.1, 134.3, 130.1, 127.0, 126.7, 33.5, 31.9, 29.7, 29.4, 29.1, 25.1, 22.8, 14.1; HRFABMS m/z 319.1381 [M+H]+., 37418-88-5

37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Xiao, Bin; Yin, Jun; Park, Minhi; Liu, Juan; Li, Jian Lin; Kim, Eun La; Hong, Jongki; Chung, Hae Young; Jung, Jee H.; Bioorganic and Medicinal Chemistry; vol. 20; 16; (2012); p. 4954 – 4961;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

7-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (1.55 g, 3.85 mmol) was cooled in an ice bath and then dissolved in a solution of 20 % trifluoroacetic acid/dichloromethane (15 ml). The reaction was stirred and allowed to slowly warm to ambient temperature during 3 hours. The solution was concentrated in vacuo to give crude 2-(1,4-dioxa-8-aza-spiro[4.5]dec-7-ylmethyl)isoindole-1,3-dione which was used directly in the following step (assumed 100 % yield). 1H-NMR (400 MHz, CDCl3): delta 9.26 (bs, 1H), 8.19 (bs, 1H), 7.78-7.75 (m, 2H), 7.74-7.71 (m, 2H), 4.11-3.98 (m, 5H), 3.90-3.79 (m, 3H), 3.26-3.17 (m, 1H), 2.10-2.00 (m, 3H), 1.92-1.88 (m, 1H). To a suspension of the above 2-(1,4-dioxa-8-aza-spiro[4.5]dec-7-ylmethyl)isoindole-1,3-dione (3.85 mmol) in absolute ethanol (25 ml) was added hydrazine (0.36 ml, 11.55 mmol). The reaction was stirred at 80 C (oil bath) for 6 hours, then cooled to ambient temperature and stirred for an additional 12 hours. The thick precipitate was filtered off and washed with ethanol. The filtrate was concentrated in vacuo and reconstituted in dichloromethane (20 ml), forming a small amount of a second precipitate, which was filtered off. The filtrate was evaporated in vacuo and the resulting oil was dissolved in water (10 ml) and basified with 1N sodium hydroxide until pH = 10. The aqueous layer was extracted with 20 % isopropyl alcohol/chloroform (12 x 40 ml). The combined organic extracts were dried (K2CO3), filtered and the solvent evaporated in vacuo affording 0.42 g (63 %) of (1,4-dioxa-8-aza-spiro[4.5]dec-7-yl)methylamine as an oil. 1H-NMR (300 MHz, CDCl3): delta 3.94 (bs, 4H), 3.11-3.05 (m, 1H), 2.81 (dt, 1H, J = 12 Hz and J = 3 Hz), 2.76-2.65 (m, 2H), 2.58-2.50 (m, 1H), 1.70-1.57 (m, 3H), 1.31 (t, 1H, J = 12 Hz). APCI-MS: m/z: 173.2 [M+H]+ To a solution of 4-hydroxy-isobenzofuran-1 ,3-dione (0.51 g, 3.09 mmol) in anhydrous N,N-dimethylformamide (7 ml) under nitrogen was added sodium hydride (130 mg, 3.25 mmol). Immediate evolution of gas and bright yellow color was observed. The mixture was stirred for 5 minutes after which benzyl bromide (1.8 ml, 15.45 mmol) was added. The reaction was stirred for 72 hours. Saturated sodium bicarbonate (2 ml) was added and the mixture stirred for 2 minutes, diluted in ethyl acetate (35 ml) and washed with saturated sodium bicarbonate (5 ml), 1N hydrochloric acid (5 ml), and brine (2 x 5 ml). The organic layer was dried (MgSO4), filtered and the solvent evaporated in vacuo. To the crude material was added hexane and the formed precipitate was filtered off, washed further with hexane and dried in vacuo to give 0.54 g (69 %) of 4-(benzyloxy)-isobenzofuran-1,3-dione as a solid. 1H-NMR (300 MHz, CDCl3): delta 7.74 (t, 1H, J = 8 Hz), 7.54 (d, 1H, J = 8 Hz), 7.47-7.29 (m, 6H), 5.36 (s, 2H). A solution of (1,4-dioxa-8-aza-spiro[4.5]dec-7-yl)methylamine (0.19 g, 1.1 mmol) and 4-(benzyloxy)-isobenzofuran-1,3-dione (0.27 g, 1.05 mmol) was prepared in a mixture of distilled dichloromethane (3 ml) and anhydrous N,N-dimethylformamide (2.5 ml) under nitrogen. 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.23 g, 1.21 mmol) was added followed by triethylamine (0.46 ml, 3.3 mmol) and the reaction stirred at ambient temperature for 18 hours. The solution was concentrated in vacuo and the residue diluted with ethyl acetate (25 ml) and washed with water (5 ml), saturated sodium bicarbonate (5 ml), and brine (5 ml). The organic layer was evaporated in vacuo and the residue purified by silica gel chromatography using a mixture of 5 % methanol/dichloromethane/1 % triethylamine as eluent. Pure fractions were collected and the solvent evaporated in vacuo affording 0.22 g (50 %) of 4-benzyloxy-2-(1,4-dioxa-8-aza-spiro[4.5]dec-7-ylmethyl)-isoindole-1,3-dione as a semi-solid. 1H-NMR (400 MHz, CDCl3): delta 7.57 (t, 1H, J = 8 Hz), 7.48 (d, 2H, J = 7 Hz), 7.42-7.29 (m, 4H), 7.18 (d, 1H, J = 8 Hz), 5.31 (s, 2H), 3.94-3.90 (m, 4H), 3.65 (d, 2H, J = 6 Hz), 3.16-3.09 (m, 1H), 3.07-3.02 (m, 1H), 2.76 (dt, 1H, J = 13 Hz and J = 3 Hz), 1.78 (d, 1H, J = 12 Hz), 1.64-1.54 (m, 3H), 1.37 (t, 1H, J = 12 Hz), 1.08 (t, 1 H, J = 7 Hz). LC-MS: Rt=2.59 min, m/z: 409 [M+H]+ To a solution of the above 4-benzyloxy-2-(1,4-dioxa-8-aza-spiro[4.5]dec-7-ylmethyl)-isoindole-1,3-dione (0.22 g, 0.54 mmol) in 1,4-dioxane (4 ml) was added 4N hydrochloric acid (4 ml) and the reaction stirred in a 65 C (oil bath) for 6 hours. The mixture was basified with saturated sodium bicarbonate until pH = 8 and extracted with dichloromethane (3 x 20 ml). The combined organic extracts were dried (MgSO4), filtered, and the solvent evaporated in vacuo affording crude 4-benzyloxy-2-(4-oxo-piperidin-2-ylmethyl)-isoindole-1,3-dione as an oil. Which was used without further purification or characterization. The above crude 4-benzyloxy-2-(4-oxo-piperidin-2-ylmethyl)-isoindole-1,3-dione (0.17 g, 0.47 mmol) was dissolved in dichloromethane (4…, 37418-88-5

37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; NOVO NORDISK A/S; Ontogen Corporation; EP1214324; (2006); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

23145-07-5, 5-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isopropyl iodide (15.0 mmol) was added dropwise to a suspension of iodine (0.12 mmol), magnesium (30.0 mmol) in tetrahydrofuran (25 mL). After 15 min, a solution of 5-bromobenzofuran (15.2 mmol) in tetrahydrofuran (25 mL) was added dropwise and the reaction mixture was heated at reflux for 1 h. The mixture was cooled to -30 ¡ãC and sulfonyl chloride was bubbled through the reaction mixture for 10 min. The mixture was maintained for 30 min whereupon sulfuryl chloride (15.1 mmol) was added dropwise while cooling to -30 to -40 ¡ãC. The resulting solution was maintained for an additional 10 min and was allowed to warm to rt. The insoluble solids were removed by filtration and the filtrate was concentrated. The residue was diluted with dichloromethane (150 mL), washed with brine (3 x 100 mL), dried (sodium sulfate), and concentrated. The residue was purified by Flash chromatography (100/1 to 50/1 petroleum ether/ethyl acetate) to provide benzofuran-5-sulfonyl chloride in 15percent yield as a white solid. Data: 1H NMR (CDCl3) delta 8.37 (s, 1H), 8.00 (d, 1H), 7.84 (s, 1H), 7.44 (d, 1H), 6.97 (s, 1H). LC/MS (ES) m/z 286 [M+BnH-l]+., 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

4687-25-6, Benzofuran-3-carbaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4687-25-6

General procedure: Using a previously described method,23 a catalytic amount of anhydrous ZnI2 (3.2 mg, 20 mumol) and trimethylsilyl cyanide (119 mg, 1.2 mmol) was added to a stirred solution of one of the aldehydes 1a-d (1 mmol) in dry dichloromethane (10 mL) and the resulting mixture was stirred at room temperature until all of the aldehydes was transformed. The solvent was evaporated and the crude product was redissolved in 10 mL of methanol. The formed trimethylsilyl cyanohydrin decomposed when HCl (3 M, 5 mL) was added. The reaction mass was evaporated to the final volume of 5 mL, after which water (5 mL) and dichloromethane (10 mL) were added. After the separation of the two layers, the aqueous layer was extracted with dichloromethane (2 .x. 10 mL). The combined organic layers were dried over anhydrous Na2SO4 and the solvent was evaporated in vacuo.

As the paragraph descriping shows that 4687-25-6 is playing an increasingly important role.

Reference£º
Article; Naghi, Mara Ana; Bencze, Laszlo Csaba; Brem, Juergen; Paizs, Csaba; Irimie, Florin Dan; Toa, Monica Ioana; Tetrahedron Asymmetry; vol. 23; 2; (2012); p. 181 – 187;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7169-34-8,Benzofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

7169-34-8, General procedure: To a solution of benzofuran-3(2H)-one (1.0 mmol) and benzaldehyde(1.0 mmol) in dichloromethane (6 mL) was added aluminum oxide (30.0 mmol) at room temperature. After stirring for 6 h, the reaction mixture was filtered off. The filtrate was concentrated under vacuum and the residue was purified by flash chromatography on silica gel to give the desired compound

7169-34-8 Benzofuran-3(2H)-one 23556, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Sheng; Xu, Lei; Lu, Yu-Ting; Liu, Yu-Fei; Han, Bing; Liu, Ting; Tang, Jie; Li, Jia; Wu, Jiangping; Li, Jing-Ya; Yu, Li-Fang; Yang, Fan; European Journal of Medicinal Chemistry; vol. 130; (2017); p. 195 – 208;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

General procedure: All reactions were prepared at the 1.0 mmol scale in a glovebox using an 8-mL screw cap vial with a Teflon-coated stir bar. The vial was charged with 4% Xantphos Pd G3 (0.038 g, 0.04 mmol), 7-methoxy-4-methylcoumarin (0.190g, 1mmol), and an aryl bromide (1.05 mmol). Next, 3 mL of a 1.0 M LiHMDS solution was added. Finally, 2 mL of THF was added to the reaction. The vial was capped, removed from the glovebox, and allowed to stir on an aluminum block preheated to 70 C for 24 hours. Upon completion, the reaction was allowed to cool. A standard workup was completed using about 2.5 mL of a 2.0 M HCl solution and dichloromethane to extract. Magnesium sulfate was utilized to dry the sample before gravity filtering and removing the solvent under reduced pressure. Completion was checked using TLC and GC-MS. The crude reaction mixture was loaded onto a silica gel column using a wet load technique. The yields reported are from one trial only., 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sexton, Mary E.; Okazaki, Ami; Yu, Zhuowen; van Venrooy, Alexis; Schmink, Jason R.; Malachowski, William P.; Tetrahedron Letters; vol. 60; 38; (2019);,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.206347-30-0,7-Bromo-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

Take a 100mL double-necked bottle, add 7-bromo-2,3-dihydrobenzofuran (5.0g, 25mmol),Sulfur powder (0.88g, 28mmol, 100mass%), under the protection of nitrogen, add THF (50mL), the reaction system was cooled to -78 , stirred for 5min,Then, n-BuLi (39 mL, 51 mmol, 1.3 mol/L) was added dropwise. After the dropwise addition was completed, the reaction solution was stirred at -78C for 1 hour.A saturated ammonium chloride solution (30 mL) was added dropwise to the reaction system at -78C to quench the reaction.Then the reaction solution was raised to room temperature, EtOAc (100 mL) and water (100 mL) were added to the reaction system, the liquid was separated, the aqueous phase was extracted with EtOAc (80 mL¡Á3), and the organic phases were combined,The organic phase was washed with saturated brine and separated, and the collected organic phase was washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was spin-dried under reduced pressure.The crude product of the title compound was obtained as a yellow liquid (3.8 g, 99%), which was directly used in the next reaction without further purification., 206347-30-0

206347-30-0 7-Bromo-2,3-dihydrobenzofuran 22571869, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Luo Huichao; Ren Qingyun; Yin Junjun; Wu Chunlin; Fan Yuxin; Mo Yufeng; Zhang Yingjun; (102 pag.)CN111057074; (2020); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem