2-Aminopyrimidine-4-carboxylic acid → 2-amino-N-(1-(4-(2,2,2-trifluoroethoxy)phenyl)ethyl)pyrimidine-4-carboxamide

HRID 623627Notes

Reaction equation

HRID 623627 reaction equation
Cl.[F:2][C:3]([F:16])([F:15])[CH2:4][O:5][C:6]1[CH: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:8]=[CH:7][C:6]([O:5][CH2:4][C:3]([F:15])([F:16])[F:2])=[CH:11][CH:10]=2)[CH3:13])=[O:25])[CH:21]=[CH:20][N:19]=1

Participants

3

Reactant 2

HCID 2471942-Aminopyrimidine-4-carboxylic acidHCID 675101261-(4-(2,2,2-Trifluoroethoxy)phenyl)ethanamine hydrochloride

Product 1

HCID 675108362-amino-N-(1-(4-(2,2,2-trifluoroethoxy)phenyl)ethyl)pyrimidine-4-carboxamideYield 32%

Procedure

The title compound is prepared in 32% yield (78 mg, a white solid) from 1-(4-(2,2,2-trifluoroethoxy)phenyl)ethanamine hydrochloride (184 mg, 0.72 mmol, Amine-18, single enantiomer) 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-3a4a5f0601c64ed9809e1a0cf2ef2583
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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