(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 66715507, compound

HRID 2271648Notes

Reaction equation

HRID 2271648 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][O:19][CH:20]1[CH2:24][CH2:23][N:22]([CH:25]2[CH2:30][CH2:29][CH:28]([NH2:31])[CH2:27][CH2:26]2)[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][CH:28]1[CH2:27][CH2:26][CH:25]([N:22]2[CH2:23][CH2:24][CH:20]([O:19][CH3:18])[CH2:21]2)[CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 66715601HCID 66715601, compound

Product 1

HCID 66715507HCID 66715507, compoundYield 45%

Procedure

Following General procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (311 mg, 1 mmol) was reacted with 4-(3-methoxypyrrolidin-1-yl)cyclohexanamine (297 mg, 1.5 mmol) to afford the desired product (210 mg, 45%) as a yellow solid: ESI MS m/z 472 [C24H30BrN3O2+H]+.

Sources & evidence

ORD record
ord-dc856231f6ec4641b1053bd04f76b707
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…