HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine → 8-(5-Amino-6-methyl-pyridin-3-yl)-1-(3-chloro-1-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine | HCID 59619637 | — |
| 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 | — |
| Product | 8-(5-Amino-6-methyl-pyridin-3-yl)-1-(3-chloro-1-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one | HCID 59619857 | — |
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 2-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine (Stage 88.1.1) to give the title compound as a white solid. (HPLC: tR 2.14 min (Method A); M+H=420 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.99 (s, 1H), 8.38 (s, 1H), 8.13-8.10 (m, 1H), 7.80-7.77 (m, 1H), 7.75-7.73 (m, 1H), 7.48-7.47 (m, 1H), 7.08-7.06 (m, 1H), 5.21-5.16 (m, br, 2H), 3.99 (s, 3H), 3.59 (s, 3H), 2.30 (s, 3H))
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476294B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-23d98a8d5a2f4406aa57abcc79241bdb |
| Source note | uspto-grants-2013_07 |