Cyclobutanecarbonyl chloride → 2-(cyclobutanecarboxamido)-N-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carboxamide

HRID 623606Notes

Reaction equation

HRID 623606 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]([NH:10][CH:11]([C:13]2[CH:14]=[N:15][C:16]([O:20][CH2:21][C:22]([F:25])([F:24])[F:23])=[C:17]([CH3:19])[CH:18]=2)[CH3:12])=[O:9])[CH:5]=[CH:4][N:3]=1.[CH:26]1([C:30](Cl)=[O:31])[CH2:29][CH2:28][CH2:27]1>>[CH:26]1([C:30]([NH:1][C:2]2[N:7]=[C:6]([C:8]([NH:10][CH:11]([C:13]3[CH:14]=[N:15][C:16]([O:20][CH2:21][C:22]([F:24])([F:25])[F:23])=[C:17]([CH3:19])[CH:18]=3)[CH3:12])=[O:9])[CH:5]=[CH:4][N:3]=2)=[O:31])[CH2:29][CH2:28][CH2:27]1

Participants

3

Reactant 2

HCID 78705Cyclobutanecarbonyl chlorideHCID 675110872-amino-N-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carb oxamide

Product 1

HCID 675104432-(cyclobutanecarboxamido)-N-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carboxamide

Procedure

The title compound is prepared from 2-amino-N-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carb oxamide (20 mg, 0.06 mmol, Step-1 of Example 223, single enantiomer) and cyclobutanecarbonyl chloride (33 mg, 0.28 mmol) according to the procedure similar to that described in Step-2 of Example 8.

Sources & evidence

ORD record
ord-b87aba4fb2f645fb884fdfb5aec3efc2
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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