6-Aminopyrimidine-4-carboxylic acid → 6-amino-N-(1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carb oxamide

HRID 623589Notes

Reaction equation

HRID 623589 reaction equation
Cl.[Cl: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].[NH2:18][C:19]1[N:24]=[CH:23][N:22]=[C:21]([C:25](O)=[O:26])[CH:20]=1>>[NH2:18][C:19]1[N:24]=[CH:23][N:22]=[C:21]([C:25]([NH:17][CH:15]([C:5]2[CH:6]=[N:7][C:8]([O:9][CH2:10][C:11]([F:12])([F:13])[F:14])=[C:3]([Cl:2])[CH:4]=2)[CH3:16])=[O:26])[CH:20]=1

Participants

3

Reactant 2

HCID 2473286-Aminopyrimidine-4-carboxylic acidHCID 675090891-(5-Chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride

Product 1

HCID 675087066-amino-N-(1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carb oxamideYield 90%

Procedure

The title compound is prepared in 90% yield (195 mg, clear colorless oil) from (+)-1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (167 mg, 0.58 mmol, Amine-5, single enantiomer) and 6-aminopyrimidine-4-carboxylic acid (80 mg, 0.58 mmol) by the similar manner in Step-1 of Example 8.

Sources & evidence

ORD record
ord-b42c81438fe34ff2b2444737be618563
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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