1-(4-Aminophenyl)-2-(dimethylamino)ethan-1-ol → HCID 86692894, compound

HRID 2271670Notes

Reaction equation

HRID 2271670 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]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2Cl.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]([OH:30])[CH2:26][N:27]([CH3:29])[CH3:28])=[CH:21][CH:20]=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]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2[NH:18][C:19]1[CH:20]=[CH:21][C:22]([CH:25]([OH:30])[CH2:26][N:27]([CH3:28])[CH3:29])=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 543341-(4-Aminophenyl)-2-(dimethylamino)ethan-1-olHCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone

Product 1

HCID 86692894HCID 86692894, compoundYield 53.5%

Procedure

Following general procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (240 mg, 0.770 mmol) was reacted with 1-(4-aminophenyl)-2-(dimethylamino)ethanol (139 mg, 0.770 mmol) to afford the desired product (187 mg, 53%) as a yellow solid: ESI MS m/z 454 [C23H24BrN3O2+H]+.

Sources & evidence

ORD record
ord-746ed678ec8346e480e826340a520686
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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