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Diethylaminoethyl chloride → (R)-N-(2-Diethylaminoethyl)-N-[1-(4-nitrophenyl)pyrrolidin-3-yl]acetamide

HRID 2426617
Notes
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Reaction equation

HRID 2426617 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][C@@H:12]([NH:15][C:16](=[O:18])[CH3:17])[CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl[CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24]>>[CH2:21]([N:22]([CH2:25][CH3:26])[CH2:23][CH2:24][N:15]([C@@H:12]1[CH2:13][CH2:14][N:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[CH2:11]1)[C:16](=[O:18])[CH3:17])[CH3:20]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 13364Diethylaminoethyl chlorideHCID 67147876(R)-N-[1-(4-Nitrophenyl)pyrrolidin-3-yl]acetamide

Product 1

HCID 67147763(R)-N-(2-Diethylaminoethyl)-N-[1-(4-nitrophenyl)pyrrolidin-3-yl]acetamide

Procedure

(R)-N-[1-(4-nitrophenyl)pyrrolidin-3-yl]acetamide was reacted with 2-chloroethyldiethylamine by method F. This resulted in the product with the molecular weight of 348.45 (C18H28N4O3); MS (ESI): 349 (M+H+).

Workup

  1. customThis resulted in the product with the molecular weight of 348.45 (C18H28N4O3)

Sources & evidence

ORD record
ord-8dbcb44cf34341be8fda41b186032d6f
Source dataset
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07968550B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes