1257431-69-8 → HCID 59620088, compound

HRID 445761Notes

Reaction equation

HRID 445761 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[N:12]([CH3:23])[C:13](=[O:22])[N:14]([C:15]4[C:16]([CH3:21])=[N:17][N:18]([CH3:20])[CH:19]=4)[C:5]=3[C:4]=2[CH:3]=1.[NH2:24][C:25]1[N:34]=[CH:33][C:32](B2OC(C)(C)C(C)(C)O2)=[CH:31][C:26]=1[C:27]([NH:29][CH3:30])=[O:28]>>[NH2:24][C:25]1[N:34]=[CH:33][C:32]([C:2]2[CH:11]=[CH:10][C:9]3[N:8]=[CH:7][C:6]4[N:12]([CH3:23])[C:13](=[O:22])[N:14]([C:15]5[C:16]([CH3:21])=[N:17][N:18]([CH3:20])[CH:19]=5)[C:5]=4[C:4]=3[CH:3]=2)=[CH:31][C:26]=1[C:27]([NH:29][CH3:30])=[O:28]

Participants

3

Reactant 2

HCID 596129671257431-69-8HCID 596197398-Bromo-1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one2×

Product 1

HCID 59620088HCID 59620088, compound

Procedure

The title compound was synthesized in a similar manner as described for Example 1.1 using 8-bromo-1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Intermediate A) and 2-amino-N-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-nicotinamide (Stage 224.1.1) to give the title compound as an off-white solid. (HPLC: tR 2.01 min (Method A); M+H=443 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.92 (s, 1H), 8.54 (q, 1H), 8.14-8.11 (m, 2H), 8.10-8.06 (m, 2H), 7.96-7.92 (m, 1H), 7.47-7.44 (m, 1H), 7.27 (s, br, 2H), 3.89 (s, 3H), 3.57 (s, 3H), 2.78 (d, 3H), 1.95 (s, 3H))

Workup

  1. customThe title compound was synthesized in a similar manner

Sources & evidence

ORD record
ord-6f00a1efb69046fcb1f30de2eda57fdf
Source dataset
uspto-grants-2013_07
Patent number
US08476294B2

Reaction notes

Loading…