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

HRID 1265529Notes

Reaction equation

HRID 1265529 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].[CH:21]([NH:24][CH3:25])([CH3:23])[CH3:22]>CS(C)=O>[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[C:12]([N:24]([CH:21]([CH3:23])[CH3:22])[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 78485N-MethylisopropylamineHCID 696872744-(Boc-amino)-2-fluoro-5-nitrobenzonitrile

Product 1

HCID 69688722[4-Cyano-5-(isopropyl-methyl-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-isopropyl-N-methylamine (3.60 ml, 34.7 mmol) in DMSO (30 mL) at RT according to the general procedure C. Obtained as a yellow solid (1.84 g, 79%).

Sources & evidence

ORD record
ord-a5ceff127b0d406b90545613dbedfdc6
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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