1-(6-Bromo-4-chloroquinolin-3-YL)ethanone → HCID 178467070, compound

HRID 2271672Notes

Reaction equation

HRID 2271672 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](=[O:14])[CH3:13])=[C:5]2Cl.Cl.[CH3:17][N:18]([CH3:26])[C@H:19]1[CH2:24][CH2:23][C@H:22]([NH2:25])[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](=[O:14])[CH3:13])=[C:5]2[NH:25][C@H:22]1[CH2:23][CH2:24][C@H:19]([N:18]([CH3:26])[CH3:17])[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 667154831-(6-Bromo-4-chloroquinolin-3-YL)ethanoneHCID 178484108HCID 178484108, compound

Product 1

HCID 178467070HCID 178467070, compoundYield 18.3%

Procedure

Following general procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)ethanone (250 mg, 0.880 mmol) was reacted with trans-N1,N1-dimethylcyclohexane-1,4-diamine hydrochloride (280 mg, 1.32 mmol) to afford the desired product (63 mg, 18%): ESI MS m/z 390 [C19H24BrN3O+H]+.

Sources & evidence

ORD record
ord-cd519183e85c48dca60b64d5f10b400d
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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