(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 68092005, compound

HRID 2271668Notes

Reaction equation

HRID 2271668 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.[CH3:18][N:19]1[CH2:24][CH2:23][CH2:22][CH:21]([N:25]2[CH:29]=[C:28]([NH2:30])[CH:27]=[N:26]2)[CH2:20]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:30][C:28]1[CH:27]=[N:26][N:25]([CH:21]2[CH2:22][CH2:23][CH2:24][N:19]([CH3:18])[CH2:20]2)[CH:29]=1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 66716538HCID 66716538, compound

Product 1

HCID 68092005HCID 68092005, compoundYield 22.5%

Procedure

Following general procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (305 mg, 0.98 mmol) was reacted with 1-(1-methylpiperidin-3-yl)-1H-pyrazol-4-amine (265 mg, 1.47 mmol) to afford the desired product (100 mg, 22%) as a yellow solid: ESI MS m/z 454 [C22H24BrN5O+H]+.

Sources & evidence

ORD record
ord-0ea55773ed4e47f8b45bb5c1d59484bd
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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