(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 86692890, compound

HRID 2271661Notes

Reaction equation

HRID 2271661 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2Cl.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([NH:28][C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])([CH3:27])[CH3:26])=[CH:21][CH:20]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2[NH:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([NH:28][C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])([CH3:27])[CH3:26])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 68092215[1-(4-Amino-phenyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 86692890HCID 86692890, compoundYield 71.8%

Procedure

Following general procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (347 mg, 1.12 mmol) was reacted with tert-butyl 2-(4-aminophenyl)propan-2-ylcarbamate (420 mg, 1.68 mmol) to afford the desired product (422 mg, 63%) as a yellow solid: ESI MS m/z 524 [C27H30BrN3O3+H]+.

Sources & evidence

ORD record
ord-727167d40dfd49c9881539fbcba61212
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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