1-Pyrrolidineethanamine → 4-amino-3-chloro-N-(2-pyrrolidin-1-ylethyl)benzamide

HRID 2234482Notes

Reaction equation

[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][CH:9]2[CH2:14]CN(CC)CC2)=[O:7])=[CH:4][C:3]=1[Cl:19].[N:20]1(CCN)[CH2:24][CH2:23][CH2:22][CH2:21]1>>[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][CH2:9][CH2:14][N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)=[O:7])=[CH:4][C:3]=1[Cl:19]

Participants

Reactant 2

HCID 13441-Pyrrolidineethanamine

HCID 643214944-amino-3-chloro-N-(1-ethyl-4-piperidyl)benzamide

Product 1

HCID 597636724-amino-3-chloro-N-(2-pyrrolidin-1-ylethyl)benzamide

Procedure

The title compound was prepared by an analogous method to the preparation of Intermediate 212, on a 15 mmol scale utilising 2-pyrrolidin-1-ylethanamine (Aldrich; 1.885 g, 16.5 mmol), as a tan coloured solid (2.67 g, 66%).

Sources & evidence

ORD record: ord-6a0cd9ab1fd14a109e9d119a3adeefc2
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709471B2

Reaction notes

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