Benzenemethanamine, 4-amino-N,N-dimethyl- → 1-(6-Bromo-4-((4-((dimethylamino)methyl)phenyl)amino)quinolin-3-yl)propan-1-one

HRID 2271534Notes

Reaction equation

HRID 2271534 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:15])[CH2:13][CH3:14])=[C:5]2Cl.[CH3:17][N:18]([CH2:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1)[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](=[O:15])[CH2:13][CH3:14])=[C:5]2[NH:25][C:24]1[CH:23]=[CH:22][C:21]([CH2:20][N:18]([CH3:19])[CH3:17])=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 308051Benzenemethanamine, 4-amino-N,N-dimethyl-HCID 866928451-(6-Bromo-4-chloroquinolin-3-yl)propan-1-one

Product 1

HCID 680921371-(6-Bromo-4-((4-((dimethylamino)methyl)phenyl)amino)quinolin-3-yl)propan-1-oneYield 86%

Procedure

Following general procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)propan-1-one (750 mg, 2.51 mmol) was reacted with 4-(dimethylaminomethyl)aniline (377 mg, 2.51 mmol) to afford the desired product (889 mg, 86%) as a yellow solid. APCI MS m/z 412 [C21H22BrN3O+H]+.

Sources & evidence

ORD record
ord-01c53971b1124ab2966a49cbb0cb5f80
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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