3-Amino-2-fluorobenzotrifluoride → 2-(2-Fluoro-3-trifluoromethyl-phenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide

HRID 1868392Notes

Reaction equation

HRID 1868392 reaction equation
[CH:1]1([CH2:7][NH:8][C:9]([C:11]2[C:12]([C:18]([F:21])([F:20])[F:19])=[N:13][C:14](Cl)=[N:15][CH:16]=2)=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:22][C:23]1[C:28]([C:29]([F:32])([F:31])[F:30])=[CH:27][CH:26]=[CH:25][C:24]=1[NH2:33]>O1CCOCC1>[CH:1]1([CH2:7][NH:8][C:9]([C:11]2[C:12]([C:18]([F:21])([F:20])[F:19])=[N:13][C:14]([NH:33][C:24]3[CH:25]=[CH:26][CH:27]=[C:28]([C:29]([F:30])([F:31])[F:32])[C:23]=3[F:22])=[N:15][CH:16]=2)=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 1455693-Amino-2-fluorobenzotrifluorideHCID 579825812-Chloro-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide

Product 1

HCID 579826662-(2-Fluoro-3-trifluoromethyl-phenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amideYield 15.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In a manner similar to Example 242, 2-chloro-4-trifluoromethyl-pyrimidine-5-carboxylic acid cyclohexylmethyl-amide (Example 166a) (50 mg) in 1,4-dioxan (1 ml) and 2-fluoro-3-trifluoromethylphenylamine (Aldrich) (156 mg) were reacted to give the title compound (11 mg)

Sources & evidence

ORD record
ord-e547e7c8b23e4e82824450a57fc54f9e
Source dataset
uspto-grants-2009_12
Patent number
US07635701B2

Reaction notes

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