HCID 59612990, compound → HCID 59619775, compound

HRID 445718Notes

Reaction equation

HRID 445718 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.[CH2:24]([O:26][CH2:27][C:28]1[C:29]([NH2:43])=[N:30][CH:31]=[C:32](B2OC(C)(C)C(C)(C)O2)[CH:33]=1)[CH3:25]>>[NH2:43][C:29]1[N:30]=[CH:31][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:33][C:28]=1[CH2:27][O:26][CH2:24][CH3:25]

Participants

3

Reactant 2

HCID 59612990HCID 59612990, 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 59619775HCID 59619775, 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 3-ethoxymethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-ylamine (Stage 166.1.1) to give the title compound as a white solid. (HPLC: tR 2.17 min (Method A); M+H=444 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.90 (s, 1H), 8.13 (s, 1H), 8.08-8.06 (m, 1H), 8.05-8.01 (m, 1H), 7.86-7.82 (m, 1H), 7.49-7.47 (m, 1H), 7.44-7.42 (m, 1H), 6.02 (s, br, 2H), 4.37 (s, 2H), 3.92 (s, 3H), 3.57 (s, 3H), 3.51 (q, 2H), 1.95 (s, 3H), 1.18 (t, 3H))

Workup

  1. customThe title compound was synthesized in a similar manner

Sources & evidence

ORD record
ord-9b768417efe243f79439490a9716ae41
Source dataset
uspto-grants-2013_07
Patent number
US08476294B2

Reaction notes

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