1-Pyrrolidineethanamine → HCID 58980897, compound

HRID 1181371Notes

Reaction equation

HRID 1181371 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[O:11][CH3:12].[N:13]1([CH2:18][CH2:19][NH2:20])[CH2:17][CH2:16][CH2:15][CH2:14]1>>[CH3:12][O:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[NH:20][CH2:19][CH2:18][N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 13441-PyrrolidineethanamineHCID 705192-Chloro-5-nitroanisole

Product 1

HCID 58980897HCID 58980897, compoundYield 24%

Conditions

Temperature
75 °C

Procedure

A neat mixture of 1-chloro-2-methoxy-4-nitrobenzene (2.0 g, 10.7 mmol) and 2-pyrrolidin-1-ylethanamine (2.5 g, 22 mmol) was heated to 75° C. overnight, then chromatographed on silica gel with ethanol (100%) to give a yellow solid (0.67 g, 24%).

Workup

  1. customchromatographed on silica gel with ethanol (100%)

Sources & evidence

ORD record
ord-4add254f56fb412e8df17e37fc794b74
Source dataset
uspto-grants-2007_10
Patent number
US07285557B2

Reaction notes

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