(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 178484822, compound

HRID 2271669Notes

Reaction equation

HRID 2271669 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][NH:19][C@H:20]1[CH2:25][CH2:24][C@H:23]([N:26]2[CH:30]=[C:29]([NH2:31])[CH:28]=[N:27]2)[CH2:22][CH2:21]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:31][C:29]1[CH:28]=[N:27][N:26]([C@H:23]2[CH2:22][CH2:21][C@H:20]([NH:19][CH3:18])[CH2:25][CH2:24]2)[CH:30]=1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 178484824HCID 178484824, compound

Product 1

HCID 178484822HCID 178484822, compoundYield 14%

Procedure

Following general procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (310 mg, 1.00 mmol) was reacted with 1-[trans-4-(methylamino)cyclohexyl]-1H-pyrazol-4-amine (388 mg, 2.00 mmol) to afford the desired product (65 mg, 14%) as an orange solid: ESI MS m/z 468 [C23H26BrN5O+H]+.

Sources & evidence

ORD record
ord-29c0da5d950843fa9fb045c2b17c3f55
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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