Potassium Carbonate → 4-Chloro-5-(2-dimethylaminomethyl-pyrrolidin-1-yl)-2-nitroaniline

HRID 1258656Notes

Reaction equation

HRID 1258656 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH2:9][CH2:8][CH2:7][NH:6]1)[CH3:3].[Cl:10][C:11]1[C:17](Cl)=[CH:16][C:14]([NH2:15])=[C:13]([N+:19]([O-:21])=[O:20])[CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:10][C:11]1[C:17]([N:6]2[CH2:7][CH2:8][CH2:9][CH:5]2[CH2:4][N:2]([CH3:3])[CH3:1])=[CH:16][C:14]([NH2:15])=[C:13]([N+:19]([O-:21])=[O:20])[CH:12]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 811494,5-Dichloro-2-nitroanilineHCID 12658081N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine

Product 1

HCID 679580054-Chloro-5-(2-dimethylaminomethyl-pyrrolidin-1-yl)-2-nitroaniline

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The sub-title compound was prepared from 2-dimethylaminomethyl-pyrrolidine (270 mg, 2.1 mmol), 4,5-dichloro-2-nitroaniline (300 mg, 1.5 mmol) and potassium carbonate (300 mg, 2.2 mmol) in DMSO (3 mL) in analogy to the method described in example 3 step (a).

Sources & evidence

ORD record
ord-a5aa8dfb50b947d39a8381f58a5dd7c8
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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