(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 86692880, compound

HRID 2271625Notes

Reaction equation

HRID 2271625 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:20]=[N:21][C:22]([N:25]2[CH2:30][CH2:29][CH:28]([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:37])([CH3:36])[CH3:35])[CH2:27][CH2:26]2)=[N:23][CH:24]=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]=[N:23][C:22]([N:25]2[CH2:26][CH2:27][CH:28]([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:36])([CH3:35])[CH3:37])[CH2:29][CH2:30]2)=[N:21][CH:20]=1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 66716414HCID 66716414, compound

Product 1

HCID 86692880HCID 86692880, compoundYield 66%

Procedure

Following General procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (311 mg, 1 mmol) was reacted with tert-butyl 1-(5-aminopyrimidin-2-yl)piperidin-4-ylcarbamate (440 mg, 1.5 mmol) to afford the desired product (374 mg, 66%) as a yellow solid: ESI MS m/z 567 [C27H31BrN6O3+H]+.

Sources & evidence

ORD record
ord-d739649e90274a00b0a80f67910d0fe2
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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