N2-(2-(dimethylamino)ethyl)pyridine-2,5-diamine → HCID 66715402, compound

HRID 2271645Notes

Reaction equation

HRID 2271645 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]([CH3:28])[CH2:18][CH2:19][NH:20][C:21]1[CH:26]=[CH:25][C:24]([NH2:27])=[CH:23][N:22]=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:27][C:24]1[CH:23]=[N:22][C:21]([NH:20][CH2:19][CH2:18][N:17]([CH3:28])[CH3:16])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 16772731N2-(2-(dimethylamino)ethyl)pyridine-2,5-diamineHCID 667154831-(6-Bromo-4-chloroquinolin-3-YL)ethanone

Product 1

HCID 66715402HCID 66715402, compoundYield 74.7%

Procedure

Following General procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)ethanone (284 mg, 1 mmol) was reacted with N2-(2-(dimethylamino)ethyl)pyridine-2,5-diamine (270 mg, 1.5 mmol) to afford the desired product (320 mg, 74%) as a yellow solid: ESI MS m/z 428 [C20H22BrN5O+H]+.

Sources & evidence

ORD record
ord-b70f75912ef14df89d645b0a9b94ce92
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…