Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6940-49-4,3-Bromophthalide,as a common compound, the synthetic route is as follows.

Next, 0.75 g (2.0 mmol) of the compound of the structural formula (3), 0.64 g (3.0 mmol) of 3-bromophthalide and 10 ml of acetonitrile were placed in a 100 ml recovery flask, and the mixture was stirred at 70 C. for 6 hours under a nitrogen stream went. After completion of the reaction, the precipitated crystals were filtered and washed with acetonitrile to obtain 0.83 g (yield: 70%) of halide (I, Br mixed) of exemplified compound A-4. Next, an aqueous solution of 0.41 g (2.5 mmol) of ammonium hexafluorophosphate was added dropwise to an aqueous solution of 0.5 g (0.84 mmol) of the halogen compound of exemplified compound A-4 and stirred for 2 hours. After completion of the reaction, the precipitated white crystals were filtered, washed with water and dried at room temperature under reduced pressure to obtain 0.40 g (yield 70%) of exemplified compound A-4., 6940-49-4

6940-49-4 3-Bromophthalide 96218, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; CANON INCORPORATED; TAMURA, TETSUYA; IGAWA, SATOSHI; YAMADA, KENJI; (27 pag.)JP2017/197477; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32703-79-0,5-(tert-Butyl)isobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

A solution of amine salt 1-127 (36 mg, 0.117 mmol), 5-(/er/-butyl)isobenzofuran- l,3-dione (29 mg, 1.2 equiv.) and potassium acetate (11 mg, 1.0 equiv.) in AcOH was heated to 100 C for 18 hours. The reaction mixture was then cooled to ambient temperature and concentrated in vacuo. The residue was dissolved in EtOAc and the solution was washed with 1 M HC1 then brine, and the combined aqueous washes were back-extracted with EtOAc. The combined organic extracts were dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by flash chromatography using 15% MeOH in DCM with 1% AcOH to afford 49 mg of intermediate acid 1-138 containing dicarboxylic acid impurities. This material was dissolved in DCM along with pentafluorophenol (18.4 mg, 0.100 mmol) and EDC (19 mg, 0.100 mmol). The resulting reaction mixture was stirred for 2 hours, concentrated in vacuo , and the residue was re- dissolved in EtOAc. The resulting solution was washed with 1 M HC1 and brine, dried over sodium sulfate, and concentrated in vacuo. Purification of the residue by flash chromatography using EtOAc in hexanes afforded 22 mg of 1-139 (37% yield over two steps).

32703-79-0, The synthetic route of 32703-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CARMOT THERAPEUTICS, INC.; ENQUIST, Johan; KRISHNAN, Shyam; ATWAL, Suman; ERLANSON, Daniel; FUCINI, Raymond V.; HANSEN, Stig; SAWAYAMA, Andrew; SETHOFER, Steven; (719 pag.)WO2019/183577; (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.127264-14-6,5-(2-Bromoethyl)-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

2,2-Diphenyl-2-pyrrolidin-3-yl-acetamide (2, 2.8 g, 0.01 mol) and 5-(2-bromoethyl)-2,3-dihydrobenzofuran (3, 4.54 g, 0.02 mol) were refluxed in acetone (70 mL) containing K2CO3 (2.76 g, 0.02 mol). After completion of the reaction mass was concentrated under vacuum and the obtained residue was poured into water. The separated solid was filtered and dried. The crude product was purified over silica gel column using MDC: MeOH (99:1 to 96:4) as eluent to obtain product in 4 g yield. IR (KBr): 3220, 3056, 2946, 2856, 1698, 1614, 1491, 1443, 1359, 1243, 1219, 1101, 1076, 814, 752,701 cm-1; 1H MNR (300 MHz, CDCl3): delta 0.68 (m, 1H), 1.40-1.44 (m, 1H), 2.41-2.61 (m, 2H), 2.41-2.61 (m, 2H), 2.75-3.16 (m, 1H), 2.78 (m, 1H), 3.08 (t, J=8.6 Hz, 2H), 3.20-3.25 (m, 1H), 3.23-3.60 (m, 1H), 3.38-3.43 (m, 1H), 4.44 (t, J=8.9 Hz, 2H), 6.62 (d, J=8.1 Hz, 1H), 6.84 (d, J=8.1 Hz, 1H), 6.90 (d, J=6.9 Hz, 4H), 6.98 (s, 1H), 7.20-7.33 (m, 2H), 7.40 (d, J=6.6 Hz, 4H), 8.15 (brs, 1H); 13C NMR (75 MHz, CDCl3): delta 27.55, 29.06, 32.22, 40.06, 43.41, 50.94, 70.58, 108.36, 125.16, 126.33, 126.51, 126.96, 127.46, 127.69, 127.77, 128.55, 132.13, 141.18, 141.73, 157.81, 176.85; DIP MS: m/z (percent) 573 [M+H]+ (100). Anal. Calcd for C38H40N2O3: C, 79.69; H, 7.04; N, 4.89. Found: C, 79.48; H, 7.10; N, 4.79percent., 127264-14-6

The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Vasantha; Lakshmanarao; Srinivasa Rao; Sivalakshmi Devi; Venkata Suryanarayana; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 52; 6; (2013); p. 824 – 828;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.519018-52-1,7-Bromobenzofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

519018-52-1, Reference Example 687-bromo-2, 3-dihydro-l-benzofuran-3-amine; [0397]A mixed solution of 7-bromo-l-benzofuran-3 (2H) -one (0.521 g, 2.45 mmol) , 0-methylhydroxyammonium chloride (0.306 g, 3.67 mmol) and sodium acetate (0.301 g, 3.67 mmol) in methanol (12 mL) was heated under reflux for 10 hr, and the mixture was stirred at room temperature for 16 hr. The reaction mixture was concentrated’ under reduced pressure, the residue was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 100:0 – 80:20) to give 7-bromo-l-benzofuran-3 (2H) -one O- methyloxime (0.468 g, yield 79%) as a yellow solid. To a solution of 7-bromo-l-benzofuran-3 (2H) -one O-methyloxime (0.468 g, 1.93 mmol) obtained above in tetrahydrofuran (9 mL) was slowly added dropwise borane-tetrahydrofuran solution (1 M, 5.80 mL, 5.80 mmol) at room temperature, and the mixture was heated under reflux under a nitrogen atmosphere for 3 hr. The reaction mixture was cooled, ice water was slowly added, 1 M hydrochloric acid was added, and the mixture was stirred at8O0C for 1.5 hr. The reaction mixture was allowed to cool, 28% aqueous ammonia solution was added to alkalify the solution, and the mixture was extracted with ethyl acetate. The extract was dried over sodium sulfate, and concentrated under reduced pressure. The residue (0.402 g) was dissolved in diethyl ether (4 mL) , and 4 M hydrochloric acid-ethyl acetate solution (0.480 mL) was slowly added. The precipitated solid was collected by filtration, and washed with diethyl ether to give 7-bromo-2, 3-dihydro-l-benzofuran-3-amine hydrochloride (0.434 g) as a beige solid. The solid obtained above was dissolved in28% aqueous ammonia solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound (0.366 g, yield 89%) as a yellow solid.1H NMR (300 MHz, DMSO-d6) delta 2.15 (2H, br s), 4.05-4.16 (IH, m) , 4.58-4.72 (2H, m) , 6.78-6.87 (IH, m) , 7.28-7.38 (2H, m) .

As the paragraph descriping shows that 519018-52-1 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; NEGORO, Nobuyuki; TERAO, Yoshito; MIKAMI, Satoshi; YUKAWA, Tomoya; WO2010/143733; (2010); 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.6940-49-4,3-Bromophthalide,as a common compound, the synthetic route is as follows.

EXAMPLE 10 To a stirred solution of 10.65 g of 3-bromophthalide in 120 ml of dimethylformamide at room temperature is added 15.9 g of sodium 2-(2,6-dichloroanilino)-phenylacetate. The reaction mixture is stirred 24 hours at the room temperature, and then poured into 500 ml of ice water. After extraction with chloroform, the aqueous phase is washed with an aqueous solution of sodium bicarbonate, then with water and finally it is dried on anhydrous sodium sulfate and evaporated to dryness to yield the phthalidyl 2-(2,6-dichloroanilino)-phenylacetate; yield 70%., 6940-49-4

As the paragraph descriping shows that 6940-49-4 is playing an increasingly important role.

Reference£º
Patent; Resfar S.r.I.; US4529737; (1985); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound I (15.0 g) was added to 2N aqueous lithium hydroxide solution (105 mL), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure, and to the residue was added 1N aqueous sodium hydroxide solution, and the mixture was extracted with ethyl acetate. The aqueous layer was acidified with 4N hydrochloric acid, and the resulting solid was filtered. The resultant was dried under reduced pressure to give Compound II (15.6 g).

64169-34-2, As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; Dainippon Sumitomo Pharma Co., Ltd.; HORIUCHI, Yoshihiro; FUJIWARA, Hiroaki; SUDA, Hitoshi; SASAKI, Izumi; IWATA, Mitsutaka; SAWAMURA, Kiyoto; EP2612848; (2013); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

799766-13-5, 7-Bromo-4-methylbenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,799766-13-5

A mixture of 4-methoxyphenylboronic acid (1.51 g, 9.95 mmol), Na2C03 (10.66 ml 2 N aqueous, 21.32 mmol), Pd (PPh3) 4 (0.411 g, 0.355 mmol), 7-bromo-4- methylbenzofuran (1.5 g, 7.11 mmol), and ethylene glycol dimethyl ether (75 ml) was heated to reflux overnight. The reaction was cooled, diluted with EtOAc and the layers separated. The organic layer was dried over anhydrous NA2S04, passed through a silica plug and concentrated. Column chromatography (10percent EtOAc/hexanes) afforded 1.59 g (94percent) product as a white waxy solid: mp 39-40 ¡ãC ; LH NMR (300 MHz, DMSO-d6) : 8 2. 51 (3H, s), 7.07 (2H, d, J = 8. 8 HZ), 7.08 (1H, d, J = 2. 3 HZ), 7.13 (1H, d, J = 7. 7 Hz), 7.37 (IH, d, J 7. 6HZ), 7.79 (2H, d, J = 8. 8 HZ), 8.04 (1H, d, J = 2. 2 HZ) ; MS (ESI) M/Z 239 ([M+H]+). Anal. for C16H1402 : Calc’d: C: 80. 65 H: 5.92 Found: C: 80. 89 H: 5.85

799766-13-5 7-Bromo-4-methylbenzofuran 21071800, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; WYETH; WO2004/103941; (2004); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A three-neck 5L round bottomed flask equipped with a stir bar, firestone valve, thermocouple, condenser and heating mantle was charged with tri-t-butyl phosphonium tetrafluoroborate (500 mg, 1.72 mmol), palladium (II) acetate (250 mg, 1.1 mmol) and 5-bromo-2-benzofuran-l(3H)- one (100 g, 469 mmol). DMF (1.88 L) was added to the flask, and the mixture was degassed three times by alternating vacuum and nitrogen purge. Commercially available bromo(l ,3- dioxolan-2-ylmelhyl)zinc solution (1.033 L, 516 mmol) was added via canula and the mixture was again degassed three times. The mixture was then heated at 85 0C for 5 h. Analysis by HPLC-MS indicated the reaction was not complete. The mixture was stirred at 85 0C for 5 more h. The mixture was then allowed to return to room temperature for overnight. 2-methylTHF (2L) and brine were added, and the mixture was stirred for 5 min. The layers were separated and the aqueous layer was extracted again with 2-methylTHF. The organic layers were combined, washed three times with brine (4L each), dried over MgSO4, filtered, and concentrated. The crude product was purified by flash chromatography (1.5 kg silica cartridge), eluting with 0-20% ethyl acetate in dichlromethane to afford 5-(l;3-dioxolan-2-ylmethyl)-2-benzofuran-l(3/i)-one. MS: m/z 221 (M+l)+., 64169-34-2

As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP &; DOHME CORP.; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; TEUMELSAN, Nardos, H.; YANG, Lihu; ZHU, Yuping; WALSH, Shawn, P.; WO2010/129379; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

127264-14-6, 5-(2-Bromoethyl)-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 13Preparation of (R)-3-((bis(3-fluorophenyl)methoxy)carbonylamin l-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)-l-azoniabicyclo[2.2.2]octane bromide (compound 32)To a solution of (R)-bis(3-fluorophenyl)methyl quinuclidin-3- ylcarbamate (53 mg, 0.14 mmol, prepared as in example 1) in ethyl acetate (2 ml), 5-(2-bromoethyl)-2,3-dihydrobenzofuran (32.3 mg, 0.14 mmol) was added. The resulting mixture was stirred at room temperature for 8 days and then the solvent was evaporated and the crude was purified by flash chromatography (DCM/MeOH=95/5) to collect (R)-3-((bis(3-fluorophenyl)- methoxy)carbonylamino)- l-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)-l- azoniabicyclo[2.2.2]octane bromide (22.2 mg).1H NMR (300 MHz, DMSO-d6) delta ppm 8.08 (d, 1 H), 7.36 – 7.51 (m, 2H), 7.26 (d, 4 H), 7.06 – 7.19 (m, 3 H), 7.00 (d, 1 H), 6.64 – 6.81 (m, 2 H), 4.50 (t, 2 H), 3.92 – 4.13 (m, 1 H), 3.83 (t, 1 H), 3.37 – 3.59 (m, 4 H), 3.33 (d, 2 H), 3.19 – 3.25 (m, 1 H), 3.15 (t, 2 H), 2.90 (m, 2 H), 2.04 – 2.25 (m, 2 H), 1.68 – 2.04 (m, 3 H);LC-MS (ESI POS): 519.30 (M+)., 127264-14-6

As the paragraph descriping shows that 127264-14-6 is playing an increasingly important role.

Reference£º
Patent; CHIESI FARMACEUTICI S.p.A.; AMARI, Gabriele; RICCABONI, Mauro; DE ZANI, Daniele; WO2012/146515; (2012); 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.127264-14-6,5-(2-Bromoethyl)-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

Advanced intermediate VII (4.3 g; 0.01 mol) is stirred up in an aqueous solution of potassium carbonate (6.1 g; 0.044 mol in 20 ml of water) at the laboratory temperature. A toluene solution (20 ml) of intermediate VIII (2.41 g; 0.011 mol) is added to the mixture and the mixture is heated in an oil bath T=90 ¡ãC while being stirred for 3.5 h. After cooling the toluene layer is separated and the aqueous layer is extracted with toluene. The combined toluene extracts are shaken with water and the solvent is distilled off at a reduced pressure. The evaporation residue is dissolved in ethylmethylketone, and an equimolar amount of 48percent hydrobromic acid is added. The separated darifenacine hydrobromide is filtered off and dried.Yield: 86percent of theory.

127264-14-6, 127264-14-6 5-(2-Bromoethyl)-2,3-dihydrobenzofuran 21831160, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; ZENTIVA, K.S.; WO2009/94957; (2009); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem