Triethylamine → [5-(Cyclopropylmethyl-methyl-amino)-2-nitro-4-trifluoromethyl-phenyl]-carbamic acid tert.-butyl ester

HRID 1265517Notes

Reaction equation

HRID 1265517 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].Cl.[CH:24]1([CH2:27][NH:28][CH3:29])[CH2:26][CH2:25]1.CCN(CC)CC>CS(C)=O>[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[C:12]([N:28]([CH2:27][CH:24]2[CH2:26][CH2:25]2)[CH3:29])[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

5

Reactant 3

HCID 8471TriethylamineHCID 12919210(Cyclopropylmethyl)(methyl)amine hydrochlorideHCID 69489376(5-Chloro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 69687558[5-(Cyclopropylmethyl-methyl-amino)-2-nitro-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 B5) (5.11 g 15 mmol), cyclopropylmethyl-methyl-amine hydrochloride (5.47 g, 45 mmol) and Et3N (10.5 mL, 75 mmol) in DMSO (50 mL) at 23° C. according to the general procedure C. Obtained as a yellow solid (5.73 g).

Sources & evidence

ORD record
ord-1176667bdb5743b78949cae6cd2b94aa
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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