Electric Literature of 71255-09-9 ,Some common heterocyclic compound, 71255-09-9, molecular formula is C7H7NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Part F: 2-(4-(2-(2-methoxypyridin-3-yl)-7-methyl-3H-benzo[d]-imidazol-5-yl)piperidin-1-yl)-N-methylethanamine (Example 2); A mixture of tert-butyl 2-(4-(3,4-diamino-5-methylphenyl)piperidin-1-yl)ethyl(methyl)carbamate (0.11 mmol) and 2-methoxynicotinaldehyde (15 mg, 0.11 mmol) in methanol (5 mL) was heated at 60 C. for 4h. solvent was evaporated and the crude intermediate was then treated with TFA in 1,2-dichloroethane (25%, 1 mL) at rt for 2 h. solvent was evaporated and the residue was purified by prep-HPLC to give 2-(4-(2-(2-methoxypyridin-3-yl)-3H-benzo[d]imidazol-5-yl)piperidin-1-yl)-N-methylethanamine as a brown oil (11 mg, 27% yield). MS (ESI) m/z 380.22 (M+H) 1H NMR (CD3OD) delta 8.54 (dd, 1H, J=5.0, 1.7 Hz), 8.48 (dd, 1H, J=7.7, 1.7 Hz), 7.84 (d, 1H, J=8.1 Hz), 7.81 (s, 1H), 7.61 (dd, 1H, J=7.6, 1.1 Hz), 7.33 (dd, 1H, J=7.7, 4.4 Hz), 4.25 (s, 3H), 3.80 (d, 2H, J=12.1 Hz), 3.58 (s, 3H), 3.31 -3.15 (m, 3H), 2.82 (s, 3H), 2.32-2.17 (m, 7H).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 71255-09-9, 2-Methoxynicotinaldehyde, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Purandare, Ashok Vinayak; Wan, Honghe; Huynh, Tram N.; US2006/235037; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem