Trifluoroacetic acid → N,N-Diethyl-N'-[(R)-1-(4-nitrophenyl)pyrrolidin-3-yl]ethane-1,2-diamine

HRID 2426717Notes

Reaction equation

HRID 2426717 reaction equation
[CH2:1]([N:3]([CH2:28][CH3:29])[CH2:4][CH2:5][N:6]([C@@H:14]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)[CH2:15]1)C(=O)OC(C)(C)C)[CH3:2].FC(F)(F)C(O)=O>>[CH2:28]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][NH:6][C@@H:14]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)[CH2:15]1)[CH3:29]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86594886tert-Butyl (2-diethylaminoethyl)-[(R)-1-(4-nitrophenyl)pyrrolidin-3-yl]carbamate

Product 1

HCID 67147890N,N-Diethyl-N'-[(R)-1-(4-nitrophenyl)pyrrolidin-3-yl]ethane-1,2-diamine

Procedure

tert-Butyl (2-diethylaminoethyl)-[(R)-1-(4-nitrophenyl)pyrrolidin-3-yl]carbamate (7.9 g) was reacted with trifluoroacetic acid by method G. This resulted in the product with the molecular weight of 306.41 (C16H26N4O2); MS (ESI): 307 (M+H+).

Workup

  1. customThis resulted in the product with the molecular weight of 306.41 (C16H26N4O2)

Sources & evidence

ORD record
ord-08bd73f9208e44acbf9bffaa8196acb4
Source dataset
uspto-grants-2011_06
Patent number
US07968550B2

Reaction notes

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