Some tips on 69999-16-2

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

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

Step 3. 2-(2, 3~dihydro-l-benzofuran-5-ylmethyl)-N,N-diethyl-l-(piperidin-4-ylmethyl)-lH- benzimidazole-5-carboxamide [0201] To a mixture of tert-butyl 4-[({2-amino-4-[(diethylamino)carbonyl]phenyl}amino)methyl]piperidine-l -carboxylate (Step 2 of Example 18, 0.047g, 0.12 mmol, 1 equiv), 2,3-dihydro-l-benzofuran-5-ylacetic acid (0.023g, 0.13 mmol, 1.1 equiv) and DMF (5 mL) were added DIPEA (24 muL, 0.14 mmol, 1.2 equiv) and HATU (0.049 g, 0.13 mmol, 1.1 equiv). The mixture was stirred at room temperature for 3 hours. Complete consumption of the starting material was confirmed by LC-MS. DMF was removed under reduced pressure. Dichloromethane was added to the resulting residue. The organic layer was washed once with a saturated aqueous NaHCOs solution, once with brine and dried over anhydrous Na2SO4. Dichloromethane was removed under reduce pressure. The resulting residue was dissolved in dichloroethane (3 mL) and a few drops of concentrated HCl were added. The mixture was stirred at 80 C for 2 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 (2 times) and lyophilized to afford 2-(2,3-dihydro-l-benzofuran-5- ylmemyl)-N,N-diemyl-l-(piperidin-4-ymiemyl)-lH-benzimidazole-5-carboxamide (0.007 mg) in 9% yield. 1H NMR (400 MHz, METHANOL-D4) delta ppm 1.08 – 1.18 (m, 3 H) 1.20 – 1.31 (m, 3 H) 1.45 – 1.59 (m, 2 H) 1.74 – 1.83 (m, 2 H) 2.02 -2.16 (m, 1 H) 2.74 – 2.85 (m, 2 H) 3.17 (t, J=8.69 Hz, 2 H) 3.33 – 3.40 (m, 2 H) 3.51 – 3.63 (m, 2 H) 4.28 (d, .7=7.42 Hz, 2 H) 4.42 (s, 2 H) 4.53 (t, J=8.79 Hz, 2 H) 6.74 (d, J-8.20 Hz, 1 H) 7.03 – 7.08 (m, 1 H) 7.15 – 7.19 (m, 1 H) 7.44 (dd, /=8.40, 1.17 Hz, 1 H) 7.68 (s, 1 H) 7.77 (d, J=8.59 Hz, 1 H); MS (ESI) m/z 447.0 (M+H)+; Anal. Calcd (%) for C27H34N4O2 + 2.1 TFA + 1.5 H2O: C, 52.55; H, 5.53; N, 7.86. Found: C, 52.48; H, 5.48; N 7.96.

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