(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 86692887, compound

HRID 2271646Notes

Reaction equation

HRID 2271646 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.[F:18][C@@H:19]1[CH2:23][CH2:22][N:21]([CH:24]2[CH2:29][CH2:28][CH:27]([NH2:30])[CH2:26][CH2:25]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][CH:27]1[CH2:26][CH2:25][CH:24]([N:21]2[CH2:22][CH2:23][C@@H:19]([F:18])[CH2:20]2)[CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 86692878HCID 86692878, compound

Product 1

HCID 86692887HCID 86692887, compoundYield 75%

Procedure

Following General procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (278 mg, 0.89 mmol) was reacted with (R)-4-(3-fluoropyrrolidin-1-yl)cyclohexanamine (200 mg, 1.1 mmol) to afford the desired product (307 mg, 75%) as a yellow solid: ESI MS m/z 460 [C23H27BrFN3O+H]+.

Sources & evidence

ORD record
ord-5fc1a50274644afa8d84ccc60bc641bd
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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