1-Pyrrolidineethanamine → 3-methoxy-4-nitro-N-(2-pyrrolidin-1-ylethyl)benzamide

HRID 2234463Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[C:6]([NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10]1)=[O:7].N1(CCN)CCC[CH2:22]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[C:6]([NH:8][CH2:9][CH2:10][N:11]1[CH2:14][CH2:22][CH2:13][CH2:12]1)=[O:7]

Participants

Reactant 2

HCID 13441-Pyrrolidineethanamine

HCID 686830363-methoxy-N-[(3R)-1-methylpyrrolidin-3-yl]-4-nitro-benzamide

Product 1

HCID 686860143-methoxy-4-nitro-N-(2-pyrrolidin-1-ylethyl)benzamide

Procedure

The title compound was prepared by an analogous method to the preparation of Intermediate 188, on a 9.28 mmol scale utilising 2-pyrrolidin-1-ylethanamine (Aldrich; 1.06 g, 9.28 mmol), as a brown solid (2.3 g, 85%)

Sources & evidence

ORD record: ord-38db5edb0a63433682c3c0528de4992b
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709471B2

Reaction notes

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