HuagongsheHuagongshe Chemistry Print Report · For research reference only
(6-Methoxypyridin-3-yl)(1-methyl-1H-imidazol-5-yl)methanone → (4-Chloro-2-(dimethylamino)-3-phenoxyquinolin-6-yl)(6-methoxypyridin-3-yl)(1-methyl-1H-imidazol-5-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (6-Methoxypyridin-3-yl)(1-methyl-1H-imidazol-5-yl)methanone | HCID 86715443 | — |
| Reactant | 6-bromo-4-chloro-N,N-diethyl-3-phenoxyquinolin-2-amine | HCID 86715462 | — |
| Product | (4-Chloro-2-(dimethylamino)-3-phenoxyquinolin-6-yl)(6-methoxypyridin-3-yl)(1-methyl-1H-imidazol-5-yl)methanol | HCID 74223842 | — |
Reaction Steps
The title compound was prepared using 6-bromo-4-chloro-N,N-dimethyl-3-phenoxyquinolin-2-amine (Intermediate 5, step e) and (6-methoxypyridin-3-yl)(1-methyl-1H-imidazol-5-yl)methanone (Intermediate 4, step d) according to the procedure of Example 3a. 1H NMR (400 MHz, MeOH-d4) δ 8.01 (d, J=2.02 Hz, 1H), 7.93 (d, J=2.02 Hz, 1H), 7.72-7.86 (m, 2H), 7.68 (dd, J=2.53, 8.59 Hz, 1H), 7.56 (dd, J=2.02, 9.09 Hz, 1H), 7.25-7.32 (m, J=7.07, 8.59 Hz, 2H), 7.01-7.07 (m, 1H), 6.81 (d, J=8.59 Hz, 1H), 6.72-6.78 (m, 2H), 6.37 (br. s., 1H), 3.91 (s, 3H), 3.51 (s, 3H), 3.11 (s, 6H); MS m/e 516.9 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303015B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-b34bb973ebee42c5a4d1332f45a0a88e |
| Source note | uspto-grants-2016_04 |