(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 178519796, compound

HRID 2271587Notes

Reaction equation

HRID 2271587 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.Cl.[N:19]1([C@H:24]2[CH2:29][CH2:28][C@H:27]([NH2:30])[CH2:26][CH2:25]2)[CH2:23][CH2:22][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:30][C@H:27]1[CH2:26][CH2:25][C@H:24]([N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 178479265HCID 178479265, compound

Product 1

HCID 178519796HCID 178519796, compoundYield 24%

Procedure

Following general procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (220 mg, 0.708 mmol) was reacted with trans-4-(pyrrolidin-1-yl)cyclohexanamine hydrochloride (350 mg, 2.08 mmol) to afford the desired product (75 mg, 24%) as an off-white solid: ESI MS m/z 442 [C23H28BrN3O+H]+.

Sources & evidence

ORD record
ord-55a6b55476184d4392f678f3f0db32ee
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…