(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 178454009, compound

HRID 2271571Notes

Reaction equation

HRID 2271571 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.[NH2:18][C@H:19]1[CH2:24][CH2:23][C@H:22]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])[CH2:21][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:18][C@H:19]1[CH2:24][CH2:23][C@H:22]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:30])([CH3:29])[CH3:31])[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 178419079HCID 178419079, compound

Product 1

HCID 178454009HCID 178454009, compoundYield 57.5%

Procedure

Following general procedure B, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (581 mg, 1.87 mmol) was reacted with tert-butyl trans-4-aminocyclohexylcarbamate (865 mg, 4.00 mmol) to afford the desired product (525 mg, 56%): ESI MS m/z 488 [C24H30BrN3O3+H]+.

Sources & evidence

ORD record
ord-4e74cdf222f24ca492498703e15e6adc
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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