2-Amino-5-hydroxybenzotrifluoride → 6-(cyclohexylamino)-N-(4-hydroxy-2-(trifluoromethyl)phenyl)pyrimidine-4-carboxamide

HRID 1946717Notes

Reaction equation

HRID 1946717 reaction equation
[CH:1]1([NH:7][C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([OH:16])=O)[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][C:19]=1[C:25]([F:28])([F:27])[F:26]>>[CH:1]1([NH:7][C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][C:19]=3[C:25]([F:26])([F:27])[F:28])=[O:16])[CH:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 146928342-Amino-5-hydroxybenzotrifluorideHCID 594470756-(Cyclohexylamino)pyrimidine-4-carboxylic acid2×

Product 1

HCID 251827536-(cyclohexylamino)-N-(4-hydroxy-2-(trifluoromethyl)phenyl)pyrimidine-4-carboxamide

Procedure

Following the general method as outlined in Example 1, starting from 6-(cyclohexylamino)pyrimidine-4-carboxylic acid (Intermediate 4) and 4-amino-3-(trifluoromethyl)phenol (prepared according to the method described by Filler, R.; Novar, H. J. in Org. Chem. 1961, 26, 2707-2710”), the title compound was obtained as a white solid after purification by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-b082bf5eba1c4ef7a1f884cf80f85421
Source dataset
uspto-grants-2013_03
Patent number
US08399448B2

Reaction notes

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