Tert-butyl 2-(4-aminophenyl)pyrrolidine-1-carboxylate → 4-(2-Ethyl-pyrrolidin-1-ylmethyl)-phenylamine

HRID 2236516Notes

Reaction equation

HRID 2236516 reaction equation
C(OC(N1CCCC1C1C=CC(N)=CC=1)=O)(C)(C)C.[N+:20]([C:23]1[CH:36]=[CH:35][C:26]([CH2:27][N:28]2[CH2:32][CH2:31][CH2:30][CH:29]2[CH:33]=[CH2:34])=[CH:25][CH:24]=1)([O-])=O>>[CH2:33]([CH:29]1[CH2:30][CH2:31][CH2:32][N:28]1[CH2:27][C:26]1[CH:25]=[CH:24][C:23]([NH2:20])=[CH:36][CH:35]=1)[CH3:34]

Participants

3

Reactant 2

HCID 44607625Tert-butyl 2-(4-aminophenyl)pyrrolidine-1-carboxylateHCID 593001711-(4-Nitro-benzyl)-2-vinyl-pyrrolidine

Product 1

HCID 592999364-(2-Ethyl-pyrrolidin-1-ylmethyl)-phenylamineYield 44%

Procedure

Using the same procedure described for the preparation of 2-(4-Amino-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester, the title compound is prepared from 1-(4-Nitro-benzyl)-2-vinyl-pyrrolidine (220 mg, 0.95 mmol) in 44% yield.

Sources & evidence

ORD record
ord-296ef2ad0be648b3a67c424529090f87
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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