HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-bromo-1-(3-chloro-1-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one → 1-(3-Chloro-1-methyl-1H-pyrazol-4-yl)-8-(5-ethylamino-6-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-bromo-1-(3-chloro-1-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one | HCID 59619725 | — |
| Reactant | N-ethyl-2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine | HCID 59620014 | — |
| Product | 1-(3-Chloro-1-methyl-1H-pyrazol-4-yl)-8-(5-ethylamino-6-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one | HCID 49835618 | — |
Reaction Steps
The title compound was synthesized in a similar manner as described for Example 1.1 using 8-bromo-1-(3-chloro-1-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Intermediate K) and ethyl-[2-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-yl]-amine (stage 90.1.1, 0.138 mmol) to give the title compound as a white solid. (HPLC: tR 2.45 min (Method A); M+H=415 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.99 (s, 1H), 8.24-8.16 (m, 2H), 8.14-8.07 (m, 1H), 8.02-7.94 (m, 1H), 7.66-7.59 (m, 1H), 7.09-7.02 (m, 1H), 6.87-6.80 (m, 1H), 4.32 (q, 2H), 3.94 (s, 3H), 3.57 (s, 3H), 1.96 (s, 3H), 1.34 (t, 3H))
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476294B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-fee2a8898dbc492f9300335780541956 |
| Source note | uspto-grants-2013_07 |