4-(Pyrrolidin-1-ylmethyl)aniline → HCID 66716226, compound

HRID 2271562Notes

Reaction equation

HRID 2271562 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.[N:16]1([CH2:21][C:22]2[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=2)[CH2:20][CH2:19][CH2:18][CH2:17]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:26][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 7768524-(Pyrrolidin-1-ylmethyl)anilineHCID 667154831-(6-Bromo-4-chloroquinolin-3-YL)ethanone

Product 1

HCID 66716226HCID 66716226, compoundYield 43%

Procedure

Following general procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)ethanone (285 mg, 1.00 mmol) was reacted with 4-(pyrrolidin-1-ylmethyl)aniline (374 mg, 1.50 mmol) to afford the desired product (182 mg, 43%) as a light orange solid. ESI MS m/z 424 [C22H22BrN3O+H]+

Sources & evidence

ORD record
ord-885519128c6b4389949840dbd3c12c14
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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