1-(6-Bromo-4-chloroquinolin-3-YL)ethanone → HCID 178467068, compound

HRID 2271560Notes

Reaction equation

HRID 2271560 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.Cl.[CH3:18][N:19]([CH2:21][C@H:22]1[CH2:27][CH2:26][C@H:25]([NH2:28])[CH2:24][CH2:23]1)[CH3:20]>>[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:28][C@H:25]1[CH2:26][CH2:27][C@H:22]([CH2:21][N:19]([CH3:20])[CH3:18])[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 667154831-(6-Bromo-4-chloroquinolin-3-YL)ethanoneHCID 178483675HCID 178483675, compound

Product 1

HCID 178467068HCID 178467068, compoundYield 70%

Procedure

Following general procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)ethanone (256 mg, 0.90 mmol) was reacted with trans-4-((dimethylamino)methyl)cyclohexanamine dihydrochloride (320 mg, 1.40 mmol) to afford the desired product (149 mg, 70%) as a light orange solid. ESI MS m/z 404 [C20H26BrN3O+H]+

Sources & evidence

ORD record
ord-198f5991b4e74a4582e3a40f0c2b5fc5
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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