4-((4-Methylpiperazin-1-yl)methyl)aniline → HCID 66715993, compound

HRID 2271681Notes

Reaction equation

HRID 2271681 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.[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]2[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=2)[CH2:19][CH2:18]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:28][C:27]1[CH:26]=[CH:25][C:24]([CH2:23][N:20]2[CH2:19][CH2:18][N:17]([CH3:16])[CH2:22][CH2:21]2)=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 31539964-((4-Methylpiperazin-1-yl)methyl)anilineHCID 667154831-(6-Bromo-4-chloroquinolin-3-YL)ethanone

Product 1

HCID 66715993HCID 66715993, compoundYield 82.1%

Procedure

Following general procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)ethanone (5.0 g, 18.0 mmol) was reacted with 4-((4-methylpiperazin-1-yl)methyl)aniline (4.0 g, 19.0 mmol) to afford the desired product (6.7 g, 82%) as a yellow foam: 1H NMR (300 MHz, CDCl3) δ 11.96 (s, 1H), 9.11 (s, 1H), 7.85-7.72 (m, 1H), 7.71-7.57 (m, 2H), 7.40-7.29 (m, 2H), 7.14-7.02 (m, 2H), 3.53 (s, 2H), 2.77 (s, 3H), 2.58-2.44 (br s, 8H), 2.30 (s, 3H).

Sources & evidence

ORD record
ord-15d70ab9213b463c9f6a574f56611ed3
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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