2-Aminopyrimidine-4-carboxylic acid → (R)-2-amino-N-(1-(3-(trifluoromethyl)phenyl)ethyl)pyrimidine-4-carboxamide

HRID 623616Notes

Reaction equation

HRID 623616 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([C@H:9]([NH2:11])[CH3:10])[CH:6]=[CH:7][CH:8]=1.[NH2:14][C:15]1[N:20]=[C:19]([C:21](O)=[O:22])[CH:18]=[CH:17][N:16]=1>>[NH2:14][C:15]1[N:20]=[C:19]([C:21]([NH:11][C@@H:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:12])([F:13])[F:1])[CH:4]=2)[CH3:10])=[O:22])[CH:18]=[CH:17][N:16]=1

Participants

3

Reactant 2

HCID 2471942-Aminopyrimidine-4-carboxylic acidHCID 2779048(1R)-1-[3-(trifluoromethyl)phenyl]ethanamine

Product 1

HCID 67510410(R)-2-amino-N-(1-(3-(trifluoromethyl)phenyl)ethyl)pyrimidine-4-carboxamideYield 72%

Procedure

The title compound is prepared in 72% yield (161 mg, a white solid) from (R)-1-(3-(trifluoromethyl)phenyl)ethanamine (136 mg, 0.72 mmol) and 2-aminopyrimidine-4-carboxylic acid (100 mg, 0.72 mmol) by the similar manner in Step-1 of Example 8.

Sources & evidence

ORD record
ord-f6129bfa0bbb43d7bbeb95968f719742
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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