Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

To a stirred solution of EtONa (154 kg) in DMF (989 kg) was added EtSH (68.6 kg) at an inner temperature ?35 under nitrogen protection. The mixture was stirred for 6090min at the inner temperature ?35. 5-Methoxybenzofuran (58.75 kg) in DMF (55.0 kg) was added. The mixture was heated to 110-130, stirred for 45hrs, and then concentrated under vacuum below 90. After the mixture was cooled to 1020, 2N HCl (1326 kg) was added dropwise, followed by addition of EtOAc (531 kg) and H2O2(129 kg) at the inner temperature ?35. The mixture was stirred for 3060min. After separation of the organic layer, the aqueous phase was extracted with EtOAc. The combined organic phase was washed with saturated brine twice, and then the solvent was evaporated to dryness. MeOH and a solution of NaOH (44.5 kg) in water (185 kg) were added dropwise into the residue below 40. The mixture was stirred for 5-7 hrs at 3040. Active carbon (74 kg) wet up with water (77 kg) was added. The mixture was stirred for 4-6 hrs at 3040 and filtered and the filter cake was washed with MeOH and water. DCM was charged into the filtrate and pH was adjusted to 1 with 35aq. HCl below 40. The aqueous phase was extracted with DCM, and the organic phase was washed with 25NaCl and concentrated below 40 . The residue was used in the next step directly.1H NMR (400 MHz, DMSO-d6) delta 9.14 (s, 1H) , 7.86 (d, J 2.0 Hz, 1H) , 7.36 (d, J 8.8 Hz, 1H) , 6.94 (d, J 2.4 Hz, 1H) , 6.79 (dd, J 2.0, 0.9 Hz, 1H) , 6.74 (dd, J 8.8, 2.4 Hz, 1H) ppm. MS: M/e 135 (M+1)+.

13391-28-1, As the paragraph descriping shows that 13391-28-1 is playing an increasingly important role.

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (86 pag.)WO2016/165626; (2016); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.77095-51-3,Benzofuran-6-carboxylic acid,as a common compound, the synthetic route is as follows.,77095-51-3

e) Example 3.5 (10 mmol) was mixed with EDC (2.11 g, 11 mmol), ) N, N-dimethylaminopyridine (“DMAP”, 0.1 g), triethylamine (2.02 g) and Example 1.11 (1.62g, 10 mmol) in anhydrous DMF (50 mL). After 15 hours at room temperature, the reaction mixture was diluted with ethyl acetate (200 mL), washed with water (30 mL, 3 times), dried with anhydrous magnesium sulfate and filtered. The residue after concentration of the filtrate was purified by column eluting with 10-30% ethyl acetate in hexane to give the title compound (3.7 g, 92%) : ESI-MS (m/z) : (M+1) 213.1.

As the paragraph descriping shows that 77095-51-3 is playing an increasingly important role.

Reference£º
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2005/44817; (2005); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,77095-51-3

100 mL of DCM were added to the Compound lll-HCI solution in DMSO as obtained in step A-example 2) and the mixture was cooled to 0 – 5 C. Benzofuran-6-carboxylic acid solution obtained in section A was added dropwise maintaining the temperature below 5 C. The mixture was stirred at 0 – 5 C for 2 h. (0194) After reaction completion 850 mL of water and 850 mL of DCM were added maintaining the temperature below 10 C. After phase separation the aqueous phase was extracted with 400 mL of DCM. Organic phases were mixed and washed three times with 400 mL of water. The organic phase was distilled to almost dryness, 470 mL of acetone were added and then the remaining DCM was distilled. The solution was filtered through a 0,2 muetaeta filter. 240 mL of water were added and then dicyclohexylamine was added until pH = 8.3. The mixture was stirred at 20 – 25 C for 16 h and then cooled to 0 – 10 C and stirred for additional 25 h. The product was filtered, then washed twice with 200 mL of water and dryed in the oven at 50 C. Yield: 65% HPLC purity: 99% Chiral HPLC purity > 99.5%

The synthetic route of 77095-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INTERQUIM, S.A.; BERZOSA RODRIGUEZ, Xavier; MARQUILLAS OLONDRIZ, Francisco; (38 pag.)WO2019/20580; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57319-65-0,6-Aminoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

57319-65-0, A solution of 400 mg (1.44 mM) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile, 230 mg (1.54 mM) of 6-Aminophthalide and 161 mg of pyridine hydrochloride in 12 ml of 2-methoxyethanol was refluxed for 3 hours. To the warm solution was added 1 ml of 1M sodium carbonate and the sample was heated for 5 minutes at 100C, then poured into 300 ml of ice water. The solid was collected, washed with water followed by ether and dried under vacuum at 80C to yield 535 mg of 6,7-Diethoxy-4-(3-oxo-1,3-dihydro-isobenzofuran-5-ylamino)-quinoline-3-carbonitrile as a white solid: mass spectrum (electrospray, m/e): M+H 390.1, mp = 280-284C.

The synthetic route of 57319-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wyeth Holdings Corporation; EP1117659; (2003); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under nitrogen protection conditions, 5 mL of anhydrous dichloromethane was added3-methylbenzofuran-2-carboxylic acid (19 mg, 0.11 mmol)After stirring at room temperature, HOBt (18 mg, 0.13 mmol) was added,After stirring for 10 minutes, EDC ¡¤ HCl (25 mg,0.13 mmol) followed by the addition of compound III-8-a of Example 6(50 mg, 0.17 mmol) and DIPEA (0.04 mL, 0.22 mmol)TLC after 12 hours showed complete reaction,The reaction solution was washed with 5% NaHCO3 solution, 10% citric acid solution,5% NaHCO3 solution and saturated brine,Adding to the organic phase anhydrous sodium sulfate drying, drying and filtering,The solvent was removed using a rotary evaporator and the product was added directly to 5 mL of methanol,After stirring at room temperature, 2-methylpropylboronic acid (22 mg, 0.22 mmol) was added5 mL of n-hexane, followed by the addition of 1 M HCl solution (0.33 mL, 0.33 mmol)After 5 hours, the TLC assay showed complete reaction, the reaction solution was allowed to stand,The lower layer was washed with n-hexane, dried over anhydrous sodium sulfate,Drying after filtration, the use of rotary evaporator in addition to solvent,Column chromatography (dichloromethane: methanol = 60: 1) gave 16 mg of a white solid,Yield 50%.

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fudan University; Shao Liming; Xu Yulong; Chen Yiyi; Li Wei; Xie Qiong; (36 pag.)CN107151255; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 7 (1 eq) and 1,1?-carbodiimidazole (1.2 eq) in anhydrous THF was stirred for 1h then substituted aniline (0.9 eq) was added at room temperature. After stirring for 14 h, solvent was evaporated then the mixture acidified with 6N HCl to pH 2. The mixture was extracted with EtOAc (3 ¡Á 20 mL). The combined extracts were dried over anhydrous Na2SO4and the solvent was evaporated. After evaporation, the residue was purified by column chromatography (EtOAc/hexane = 1:3 – 1:50)., 1914-60-9

The synthetic route of 1914-60-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Choi, Minho; Jo, Hyeju; Park, Hyun-Jung; Sateesh Kumar, Arepalli; Lee, Joonkwang; Yun, Jieun; Kim, Youngsoo; Han, Sang-Bae; Jung, Jae-Kyung; Cho, Jungsook; Lee, Kiho; Kwak, Jae-Hwan; Lee, Heesoon; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2545 – 2549;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

To a solution of 2,3-dihydrobenzofuran (1 g, 8.3mmol) in DCM (10mL) was added acetyl chloride (1.3g, 16.6mmol) and AICI3 (3.3g, 24.6mmol) slowly at -10C. The reaction mixture was stirred at -10C for 3h. The TLC showed the reaction to be complete. The reaction mixture was diluted with 5% aqueous HCI (10ml_) and extracted with DCM (3×1 OmL). The combined organic layers were washed with saturated aqueous bicarbonate solution (100ml_), brine (100ml_), dried (Na2S04), filtered and concentrated under reduced pressure to afford 1-(2,3- dihydrobenzofuran-5-yl)ethan-1-one as a brown liquid. Yield: 1.34g (97%); MS (ESI+) for CHNOS m/z 163.0[M+H]+; 1 H NMR (400 MHz, CDCI3): <5 7.86 (s, 1 H), 7.79 (d, J = 8.4Hz, 1 H), 6.80 (d, J = 8.4 Hz, 1 H), 4.66 (t, J = 8.8 Hz, 2H), 3.25 (t, J = 8.8 Hz, 2H), 2.52 (s, 3H)., 496-16-2

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

Reference£º
Patent; DISCUVA LTD.; MEO, Paul; KHAN, Nawaz; CHARRIER, Cedric; (252 pag.)WO2019/86890; (2019); A1;,
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.

A schlenk tube was charged with boronic acid 15 (152 mg, 1.25 mmol, 1.25 equiv), Pd(PPh3)4(57.5 mg, 0.0500 mmol, 0.05 equiv), Na2CO3 (265 mg, 2.50 mmol, 2.50 equiv), DME (1.5mL) and H2O (3.5 mL). After degassing the mixture, 5-bromobenzofuran (7c) (196 mg, 1.00mmol, 1.0 equiv) was added. The mixture was heated to 90 C and stirred overnight under N2. Then, the mixture was filtered through a plug of celite, and diluted with CH2Cl2 (10 mL). Theorganic layer was washed with 1 M NaOH (10 mL), brine (10 mL), dried over MgSO4 and concentrated under reduced pressure. The crude product was purified by columnchromatography (SiO2; pentane) to afford 7d as a white solid (174 mg, 0.900 mmol, 90%).Rf (pentane): 0.6.1H NMR (400 MHz, CDCl3) delta 7.82 (d, 1 H, J = 1.4 Hz; FuranH), 7.68 (d, 1 H, J = 2.2 Hz;ArH), 7.65 (dd, 2 H, J = 8.5, 1.3 Hz, ArH), 7.60 (d, 1 H, J = 8.5 Hz; ArH), 7.56 (dd, 1 H, J =8.6, 1.3 Hz, ArH), 7.48 (t, 2 H, J = 7.4 Hz, ArH), 7.38 (t, 1H, J = 7.4 Hz; ArH) 6.84 (d, 1 H, J= 1.4 Hz; FuranH) 13C NMR (101 MHz, CDCl3) delta 154.5, 145.6, 141.6, 136.4, 128.7, 127.9,127.4, 126.8, 123.9, 119.7, 111.5, 106.8. The NMR data correspond to the literature., 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; Li, Yifan; Waser, Jerome; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1763 – 1767;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196799-45-8,2,3-Dihydrobenzofuran-7-carbaldehyde,as a common compound, the synthetic route is as follows.,196799-45-8

(R)-2-(9-(pyridin-2-yl)-6-dioxaspiro[4.5]decane-9-yl)ethylamine (Intermediate 1)(0.260 g, 1.0 mmol) was dissolved in dichloromethane (10 mL)Further sodium sulfate (0.71 g, 5.0 mmol)And 2,3-dihydrobenzofuran-7-formaldehyde (74B) (0.18 g, 1.2 mmol)The reaction was added and the reaction was continued overnight at room temperature. Sodium borohydride (0.06 g, 1.2 mmol)After the reaction was added, the reaction was stirred for 10 minutes, and then methanol (10 mL) was added.The reaction was stirred for 1 hour. The reaction was quenched with water and the aqueous phase was treated with dichloromethane.Extraction of the alkane (20 mL ¡Á 3), combining the organic phases,Wash with saturated sodium chloride solution (30 mL), dry over anhydrous sodium sulfate and filtered. After the filtrate is concentrated, the crude product is purified by column chromatography (dichloromethane/methanol (v/v) = 50:1 to 20:1) to give a yellow oily liquid.(R)-N-((2,3-dihydrobenzofuran-7-yl)methyl)-2-(9-(pyridin-2-yl)-6-oxaspiro[4.5]decane- 9-yl)ethylamine (74C)(0.18 g, yield: 45.9%).

196799-45-8 2,3-Dihydrobenzofuran-7-carbaldehyde 2795018, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Zhu Fengfei; Chen Qingping; Wang Chengtao; (251 pag.)CN109206417; (2019); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

57319-65-0, 6-Aminoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57319-65-0, 2,2,2-trichloroethyl (3-oxo-1,3-dihydroisobenzofuran-5-yl)carbamate 2 To a suspension of 6-aminoisobenzofuran-1(3H)-one 1 (Maybridge, 13.43 g, 90 mmol) in dichloromethane (DCM, 200 mL) at 0 C. was added 2,2,2-trichloroethyl carbonochloridate 1a (18.23 mL, 135 mmol) and pyridine (17.79 mL, 180 mmol). The reaction mixture was stirred at room temperature (RT, ca. 25 C.) for 1 h. Thin layer chromatography (TLC) and high performance liquid chromatography (HPLC) showed the reaction was complete. The reaction mixture was filtered and washed with DCM (2*30 mL) to afford carbamate 2 as a white solid (17.03 g, 58%). LCMS: [M+l]=324.

57319-65-0 6-Aminoisobenzofuran-1(3H)-one 93631, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; CHOWDARI, Naidu S.; Gangwar, Sanjeev; Sufi, Bilal; US2013/209494; (2013); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem