N-Methylpropylamine → [4-Cyano-5-(methyl-propyl-amino)-2-nitro-phenyl]-carbamic acid tert-butyl ester

HRID 1265527Notes

Reaction equation

HRID 1265527 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[C:12](F)[C:11]([C:15]#[N:16])=[CH:10][C:9]=1[N+:17]([O-:19])=[O:18])([CH3:4])([CH3:3])[CH3:2].[CH3:21][NH:22][CH2:23][CH2:24][CH3:25]>CS(C)=O>[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[C:12]([N:22]([CH3:21])[CH2:23][CH2:24][CH3:25])[C:11]([C:15]#[N:16])=[CH:10][C:9]=1[N+:17]([O-:19])=[O:18])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 12315N-MethylpropylamineHCID 696872744-(Boc-amino)-2-fluoro-5-nitrobenzonitrile

Product 1

HCID 69687961[4-Cyano-5-(methyl-propyl-amino)-2-nitro-phenyl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (4-cyano-5-fluoro-2-nitro-phenyl)-carbamic acid tert-butyl ester (Example B9) (1.95 g, 6.93 mmol) and N-methyl-propylamine (3.72 ml, 34.7 mmol) in DMSO (20 mL) at RT according to the general procedure C. Obtained as a yellow solid (1.75 g, 75%).

Sources & evidence

ORD record
ord-e63693aa091d4117b57a34ec042d964b
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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