2-(3-Chlorophenylamino)-4-trifluoromethylpyrimidine-5-carboxylic acid → 2-(3-Chlorophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid methyl-(tetrahydro-pyran-4-ylmethyl)-amide

HRID 1868388Notes

Reaction equation

HRID 1868388 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[C:12]([C:19](O)=[O:20])=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.Cl.[CH3:23][NH:24][CH2:25][CH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>>[CH3:23][N:24]([CH2:25][CH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1)[C:19]([C:12]1[C:13]([C:15]([F:18])([F:17])[F:16])=[N:14][C:9]([NH:8][C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)=[N:10][CH:11]=1)=[O:20]

Participants

3

Reactant 2

HCID 167196552-(3-Chlorophenylamino)-4-trifluoromethylpyrimidine-5-carboxylic acidHCID 22737007Methyl((oxan-4-yl)methyl)amine hydrochloride

Product 1

HCID 579827052-(3-Chlorophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid methyl-(tetrahydro-pyran-4-ylmethyl)-amide

Procedure

In a manner similar to Reference Example 1 (c) 2-(3-chlorophenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid (50 mg) and N-methyl-N-(tetrahydro-pyran-4-yl methyl)amine hydrochloride (39 mg) afforded, after Biotage chromatography over silica gel, eluting with 1% MeOH/CH2Cl2, the title compound (33 mg).

Workup

  1. washafter Biotage chromatography over silica gel, eluting with 1% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-e3c413bd38ae4dcab1e52508ba036e4f
Source dataset
uspto-grants-2009_12
Patent number
US07635701B2

Reaction notes

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