3-(Trifluoromethyl)aniline → HCID 58494233, compound

HRID 1950780Notes

Reaction equation

HRID 1950780 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:6]([CH3:13])[N:5]=[C:4]([S:14][CH3:15])[N:3]=1.[F:16][C:17]([F:26])([F:25])[C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][CH:24]=1)[NH2:21]>>[CH3:13][C:6]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:2]([NH:21][C:20]2[CH:22]=[CH:23][CH:24]=[C:18]([C:17]([F:16])([F:25])[F:26])[CH:19]=2)[N:3]=[C:4]([S:14][CH3:15])[N:5]=1

Participants

3

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 22225416Ethyl 4-chloro-6-methyl-2-(methylsulfanyl)pyrimidine-5-carboxylate

Product 1

HCID 58494233HCID 58494233, compoundYield 97.5%

Procedure

The title compound; (MS m/z: 372.2 (M+H)+) was prepared as described in example 1d by starting from ethyl 4-chloro-6-methyl-2-(methyl thio)pyrimidine-5-carboxylate (1.2 g, 4.86 mmol) and 3-(trifluoromethyl)aniline (611 uL, 4.86 mmol) and continuing until the reaction yielded dark brown solids (ethyl 4-methyl-2-(methylthio)-6-(3-(trifluoromethyl)phenylamino)pyrimidine-5-carboxylate (1.76 g, 97.4%)).

Workup

  1. custom(MS m/z: 372.2 (M+H)+) was prepared

Sources & evidence

ORD record
ord-70101521adf249ae9a96c2c79fd4730d
Source dataset
uspto-grants-2013_03
Patent number
US08404677B2

Reaction notes

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