(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 178486048, compound

HRID 2271659Notes

Reaction equation

HRID 2271659 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.[C:18]([O:22][C:23](=[O:33])[N:24]([C@H:26]1[CH2:31][CH2:30][C@H:29]([NH2:32])[CH2:28][CH2:27]1)[CH3:25])([CH3:21])([CH3:20])[CH3:19]>>[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:32][C@H:29]1[CH2:30][CH2:31][C@H:26]([N:24]([CH3:25])[C:23](=[O:33])[O:22][C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 178486051HCID 178486051, compound

Product 1

HCID 178486048HCID 178486048, compoundYield 87.4%

Procedure

Following general procedure B, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (335 mg, 1.07 mmol) was reacted with tert-butyl-(trans)-4-aminocyclohexyl(methyl)carbamate (366 mg, 1.61 mmol) to afford the desired product (470 mg, 87%) as an orange foam: ESI MS m/z 502 [C25H32BrN3O3+H]+.

Sources & evidence

ORD record
ord-eb44bd56d4844bbba92e5aa2b299f100
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…