HCID 59619689, compound → HCID 59619887, compound

HRID 445727Notes

Reaction equation

HRID 445727 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.[CH:24]1([NH:28][C:29]2[CH:30]=[N:31][CH:32]=[C:33](B3OC(C)(C)C(C)(C)O3)[CH:34]=2)[CH2:27][CH2:26][CH2:25]1>>[CH:24]1([NH:28][C:29]2[CH:34]=[C:33]([C:2]3[CH:11]=[CH:10][C:9]4[N:8]=[CH:7][C:6]5[N:12]([CH3:23])[C:13](=[O:22])[N:14]([C:15]6[C:16]([CH3:21])=[N:17][N:18]([CH3:20])[CH:19]=6)[C:5]=5[C:4]=4[CH:3]=3)[CH:32]=[N:31][CH:30]=2)[CH2:25][CH2:26][CH2:27]1

Participants

3

Reactant 2

HCID 59619689HCID 59619689, compoundHCID 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 59619887HCID 59619887, 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 cyclobutyl-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-yl]-amine (Stage 172.1.1) to give the title compound as a white solid. (HPLC: tR 2.29 min (Method A); M+H=440 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.97 (s, 1H), 8.13-8.07 (m, 2H), 7.93-7.84 (m, 3H), 7.58-7.55 (m, 1H), 6.80-6.76 (m, 1H), 6.34 (d, 1H), 3.94-3.85 (m, 1H), 3.90 (s, 3H), 3.58 (s, 3H), 2.44-2.34 (m, 2H), 1.96 (s, 3H), 1.93-1.73 (m, 4H))

Workup

  1. customThe title compound was synthesized in a similar manner

Sources & evidence

ORD record
ord-534eb6fa5cf04cf6a9fa208031289cfe
Source dataset
uspto-grants-2013_07
Patent number
US08476294B2

Reaction notes

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