(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 86692893, compound

HRID 2271665Notes

Reaction equation

HRID 2271665 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]([CH2:21][C:22]1[N:27]=[CH:26][C:25]([NH2:28])=[CH:24][CH:23]=1)[CH3:20]>>[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:28][C:25]1[CH:26]=[N:27][C:22]([CH2:21][N:19]([CH3:20])[CH3:18])=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 66715391HCID 66715391, compound

Product 1

HCID 86692893HCID 86692893, compoundYield 8.2%

Procedure

Following general procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (330 mg, 1.06 mmol) was reacted with 6-[(dimethylamino)methyl]pyridin-3-amine (200 mg, 1.32 mmol) to afford the desired product (37 mg, 8%) as an orange oil: ESI MS m/z 425 [C21H21BrN4O+H]+.

Sources & evidence

ORD record
ord-e76bef653e384bf6b5f4f0790da9b4dd
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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