4-((Dimethylamino)methyl)aniline hydrochloride → 1-(6-Bromo-4-(4-((dimethylamino)methyl)phenylamino)quinolin-3-yl)ethanone

HRID 2271559Notes

Reaction equation

HRID 2271559 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]([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:14])[CH3:13])=[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 448914854-((Dimethylamino)methyl)aniline hydrochlorideHCID 667154831-(6-Bromo-4-chloroquinolin-3-YL)ethanone

Product 1

HCID 667157981-(6-Bromo-4-(4-((dimethylamino)methyl)phenylamino)quinolin-3-yl)ethanoneYield 70%

Procedure

Following general procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)ethanone (500 mg, 1.76 mmol) was reacted with 4-((dimethylamino)methyl)aniline hydrochloride (479 mg, 2.56 mmol) to afford the desired product (491 mg, 70%) as a yellow solid. ESI MS m/z 398 [C20H20BrN3O+H]+

Sources & evidence

ORD record
ord-93ecdf4c5be74d3bb903e029ba132a54
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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