Pyrrolidine → (2-Nitro-5-pyrrolidin-1-yl-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

HRID 498180Notes

Reaction equation

HRID 498180 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[C:12](Cl)[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[N+:19]([O-:21])=[O:20])([CH3:4])([CH3:3])[CH3:2].[NH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>CS(C)=O>[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[C:12]([N:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[N+:19]([O-:21])=[O:20])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 69489376(5-Chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 69486800(2-Nitro-5-pyrrolidin-1-yl-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (5-chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example A1) (6.81 g, 20 mmol), pyrrolidine (8.27 mL, 100 mmol) in DMSO (70 mL) at RT according to the general procedure C. Obtained as a yellow solid (7.35 g, 98%).

Sources & evidence

ORD record
ord-f23df6801f9b477286ea6e87080ea6f3
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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