Tag: 69999-16-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.,69999-16-2

Step 3. N-[2-(2, 3-dihydro-l-benzofiiotaran-5~ylmethyl)-l-(3-methylbutyl)-lH-benzimidazol-5-yl]~ N, 3-dimethylbutanamide[0171] To a mixture of N-{3-amino-4-[(3-methylbutyl)amino]phenyl}-N,3-dimethylbutanamide (Step 2 of Example 2, 0.097g, 0.33 mmol, lequiv), 2,3-dihydro-l-benzofuran-5-ylacetic acid (0.065g, 0.36 mmol, 1.1 equiv) and HATU (0.139g, 0.366 mmol, 1.1 equiv) was added a solution of DIPEA (116 muL, 0.666 mmol, 2equiv) in DMF (5 mL). The mixture was stirred overnight at room temperature. Complete consumption of the starting material was confirmed by LC-MS. DMF was removed under reduced pressure. Ethyl acetate was added to the resulting residue. The organic layer was washed once with a saturated aqueous NaHCO3 solution, once with brine and dried over anhydrous Na2SO4. Ethyl acetate was removed under reduce pressure. The resulting residue was dissolved in dichloroethane and a few drops of concentrated HCl were added. The mixture was stirred at 80 C for a few hours. Complete consumption of the starting material was confirmed by LC-MS. Dichloromethane was added. The organic layer was washed once with a 2M aqueous NaOH solution, once with brine and dried over anhydrous Na2SO4. Dichloromethane was removed under reduced pressure. The resulting residue was purified by reversed-phase HPLC and lyophilized to afford N-[2-(2,3-dihydro-l-benzofuran-5-yhnethyl)-l- (3-methylbutyl)-lH-benzimidazol-5-yl]-N,3-dimethylbutanamide as the corresponding TFA salt (0.110 mg) in 58% yield. 1H NMR (400 MHz, METHANOL-D4) delta ppm 0.72 – 0.89 (m, 6 H) 0.96 (d, /=6.64 Hz, 6 H) 1.47 – 1.54 (m, 2 H) 1.64 – 1.76 (m, 1 H) 1.91 – 2.14 (m, 3 H) 3.19 (t, /=8.69 Hz, 2 H) 4.36 – 4.43 (m, 2 H) 4.50 (s, 2 H) 4.55 (t, /=8.69 Hz, 2 H) 6.76 (d, /=8.20 Hz, 1 H) 7.08 (dd, /=8.30, 1.86 Hz, 1 H) 7.21 (s, 1 H) 7.46 (dd, /=8.79, 1.95 Hz, 1 H) 7.65 (d, /=1.37 Hz, 1 H) 7.85 (d, /=8.59 Hz, 1 H); MS (ESI) m/z 434.0 (M+H)+; Anal. Calcd (%) for C27H35N3O2 + 1.1 TFA + 0.1 H2O: C, 62.54; H3 6.52; N, 7.49. Found: C, 62.51; H, 6.59; N 7.46.

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2007/91950; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69999-16-2, 2,3-Dihydrobenzofuranyl-5-acetic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69999-16-2

(A) Preparation of 5-(2-hydroxyethyl)-2,3-dihydrobenzofuran STR76 A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g — see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added over 10 minutes, dropwise, to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was then added dropwise with caution followed by 10% aqueous sodium hydroxide (1.5 ml) and, finally, water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate (2*50 ml). The filtrate and washings were combined and concentrated in vacuo to give the title compound as an oil, yield 3.3 g. 1 H N.M.R. (CDCl3) delta=7.10 (s, 1H); 7.00 (d, 1H); 6.75 (m, 1H); 4.65-4.55 (m, 2H); 3.90-3.75 (m, 2H); 3.30-3.15 (m, 2H); 2.90-2.80 (m, 2H); 1.85-1.75 (brs, 1H) ppm.

The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US5192765; (1993); 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.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 6 Obtaining 2-(2,3-dihydrobenzofuran-5-yl)-acetamide [Show Image] 5 ml of DMF and a solution of 45 ml (0.617 moles) of thionyl chloride in 100 ml of acetonitrile were added consecutively to a solution of 100 g (0.560 moles) of (2,3-dihydrobenzofuran-5-yl)-acetic acid in 900 ml of acetonitrile. The reaction mixture was maintained at 45C for 4 hours. Once the reaction was finished, the obtained solution was cooled at 15C and was slowly added during approximately one hour to a mixture consisting of 800 ml of 25% NH3 aqueous solution and 400 ml of acetonitrile cooled at 5C. Once the reaction mixture was added, it was maintained at room temperature for 4 hours. Then 800 ml of water were added and it was stirred for 30 minutes; the obtained phases were separated and the aqueous phase was extracted with 2x 100 ml of acetonitrile. The combined extracts were concentrated under vacuum to a final volume of 500 ml. The obtained suspension was maintained under stirring at 5C for 30 minutes and the solid was isolated by filtration, obtaining 96.5 g (97% yield) of a white solid having the following spectroscopic properties: 1H NMR (400 MHz, DMSO): 3.09 (2H, t, J=8Hz), 3.26 (2H, s), 4.45 (2H, t, J=8Hz), 6.64 (1H, d, J=8Hz), 6.81 (1H, s), 6.93 (1H, d, J=8Hz), 7.09 (1H, s), 7.34 (1H, s) ppm. 13C NMR (100 MHz, DMSO): 29.12 (CH2), 41.69 (CH2), 70.79 (CH2), 108.39 (CH), 125.7 (CH), 127.09 (C), 128.21 (C), 128.33 (CH), 158.30 (C), 172.89 (C) ppm. LRMS (electrospray, positive ion): m/z [M++Na+] 199.8

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; Ragactives, S.L.; EP2236509; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69999-16-2, 2,3-Dihydrobenzofuranyl-5-acetic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 30 5-(2-Hydroxyethyl)-2,3-dihydrobenzofuran STR136 A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g–see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added dropwise over 10 minutes to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0 C. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was cautiously added dropwise followed by 10% aqueous sodium hydroxide (1.5 ml) and, finally, water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate (2*50 ml). The filtrate and washings were combined and concentrated in vacuo to give the title compound as as oil, (3.3 g). 1 H-n.m.r. (CDCl3) delta=7.10 (s, 1H); 7.00 (d, 1H); 6.75 (m, 1H); 4.65-4.55 (m, 2H); 3.90-3.75 (m, 2H); 3.30-3.15 (m, 2H); 2.90-2.80 (m, 2H); 1.85-1.75 (broad s, 1H) ppm.

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US5089505; (1992); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem