Triethylamine → (2-Amino-5-thiomorpholin-4-yl-4-trifluoromethyl-phenyl)-carbamic acid tert.-butyl ester

HRID 1266725Notes

Reaction equation

HRID 1266725 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[C:12](F)[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[N+:19]([O-])=O)([CH3:4])([CH3:3])[CH3:2].CCN(CC)CC.[NH:30]1[CH2:35][CH2:34][S:33][CH2:32][CH2:31]1>CS(C)=O>[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[C:12]([N:30]2[CH2:35][CH2:34][S:33][CH2:32][CH2:31]2)[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[NH2:19])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67164ThiomorpholineHCID 12048024(5-Fluoro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 69780198(2-Amino-5-thiomorpholin-4-yl-4-trifluoromethyl-phenyl)-carbamic acid tert.-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (5-fluoro-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert.-butyl ester (Example A1) (2.9 g, 8.94 mmol), Et3N (5.6 mL, 40.23 mmol) and thiomorpholine (2.6 mL, 26.82 mmol) was stirred in DMSO (36 mL) at 23° C. according to the general procedure B. Obtained as a yellow solid (3.6 g).

Sources & evidence

ORD record
ord-12df57756aa14a679adde50f39309ebf
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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