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