2-Chloro-6-methylpyrimidine-4-carboxylic acid → 2-chloro-6-methyl-N-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carboxamide

HRID 623637Notes

Reaction equation

HRID 623637 reaction equation
Cl.[CH3:2][C:3]1[CH:4]=[C:5]([CH:15]([NH2:17])[CH3:16])[CH:6]=[N:7][C:8]=1[O:9][CH2:10][C:11]([F:14])([F:13])[F:12].[Cl:18][C:19]1[N:24]=[C:23]([C:25](O)=[O:26])[CH:22]=[C:21]([CH3:28])[N:20]=1>>[Cl:18][C:19]1[N:24]=[C:23]([C:25]([NH:17][CH:15]([C:5]2[CH:6]=[N:7][C:8]([O:9][CH2:10][C:11]([F:14])([F:12])[F:13])=[C:3]([CH3:2])[CH:4]=2)[CH3:16])=[O:26])[CH:22]=[C:21]([CH3:28])[N:20]=1

Participants

3

Reactant 2

HCID 105352132-Chloro-6-methylpyrimidine-4-carboxylic acidHCID 675095881-(5-Methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride

Product 1

HCID 874272192-chloro-6-methyl-N-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carboxamideYield 69%

Procedure

The title compound is prepared in 69% yield (296 mg, clear colorless oil) from 1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (300 mg, 1.1 mmol, Amine-17, single enantiomer) and 2-chloro-6-methylpyrimidine-4-carboxylic acid (191 mg, 1.1 mmol) by the similar manner in Step-1 of Example 8.

Sources & evidence

ORD record
ord-89392c4a3a1a4dbea9b4af2bda3dd5b8
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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