Pyrrolidine → (4-Fluoro-2-nitro-5-pyrrolidin-1-yl-phenyl)-carbamic acid tert.-butyl ester

HRID 1265514Notes

Reaction equation

HRID 1265514 reaction equation
[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12](Cl)[C:11]([F:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2].[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>CS(C)=O>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12]([N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[C:11]([F:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 46738284tert-Butyl (5-chloro-4-fluoro-2-nitrophenyl)carbamate

Product 1

HCID 69688094(4-Fluoro-2-nitro-5-pyrrolidin-1-yl-phenyl)-carbamic acid tert.-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (5-chloro-4-fluoro-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example B6) (5.81 g, 20 mmol) and pyrrolidine (8.27 mL, 100 mmol) in DMSO (40 mL) at 23° C. according to the general procedure C. Obtained as a yellow solid (6.42 g).

Sources & evidence

ORD record
ord-3b5868bec1d44ddfb134f839f8bd28ac
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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