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

HRID 623625Notes

Reaction equation

HRID 623625 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:16]([NH2:18])[CH3:17])[CH:7]=[N:8][C:9]=1[O:10][CH2:11][C:12]([F:15])([F:14])[F:13].[NH2:19][C:20]1[N:25]=[C:24]([C:26](O)=[O:27])[CH:23]=[CH:22][N:21]=1>>[NH2:19][C:20]1[N:25]=[C:24]([C:26]([NH:18][CH:16]([C:6]2[CH:7]=[N:8][C:9]([O:10][CH2:11][C:12]([F:13])([F:14])[F:15])=[C:4]([O:3][CH3:2])[CH:5]=2)[CH3:17])=[O:27])[CH:23]=[CH:22][N:21]=1

Participants

3

Reactant 2

HCID 2471942-Aminopyrimidine-4-carboxylic acidHCID 675084391-(5-Methoxy-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride

Product 1

HCID 675101972-amino-N-(1-(5-methoxy-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carboxamideYield 51%

Procedure

The title compound is prepared in 51% yield (95 mg, a white solid) from 1-(5-methoxy-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (144 mg, 0.50 mmol, Amine-22, single enantiomer) and 2-aminopyrimidine-4-carboxylic acid (70 mg, 0.50 mmol) by the similar manner in Step-1 of Example 8.

Sources & evidence

ORD record
ord-1e9767f7a71f4e639588f0e838b6d31d
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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