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

HRID 623579Notes

Reaction equation

HRID 623579 reaction equation
Cl.[F:2][C:3]([F:16])([F:15])[CH2:4][O:5][C:6]1[N:11]=[CH:10][C:9]([CH:12]([NH2:14])[CH3:13])=[CH:8][CH:7]=1.[NH2:17][C:18]1[N:23]=[C:22]([C:24](O)=[O:25])[CH:21]=[CH:20][N:19]=1>>[NH2:17][C:18]1[N:23]=[C:22]([C:24]([NH:14][CH:12]([C:9]2[CH:10]=[N:11][C:6]([O:5][CH2:4][C:3]([F:2])([F:15])[F:16])=[CH:7][CH:8]=2)[CH3:13])=[O:25])[CH:21]=[CH:20][N:19]=1

Participants

3

Reactant 2

HCID 2471942-Aminopyrimidine-4-carboxylic acidHCID 675094131-[6-(2,2,2-Trifluoroethoxy)-pyridin-3-yl]-ethylamine hydrochloride

Product 1

HCID 675116952-amino-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carboxamideYield 80%

Procedure

The title compound is prepared in 80% yield (98 mg, a white solid) from (−)-1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (92 mg, 0.36 mmol, Amine-1, single enantiomer) and 2-aminopyrimidine-4-carboxylic acid (50 mg, 0.36 mmol) by the similar manner in Step-1 of Example 8.

Sources & evidence

ORD record
ord-77a5540a014443c7b3bde41d3e042d44
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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