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

HRID 623608Notes

Reaction equation

HRID 623608 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]=[C:4]([CH3:26])[N:3]=1.[CH:27]1([C:31](Cl)=[O:32])[CH2:30][CH2:29][CH2:28]1>>[CH:27]1([C:31]([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]=[C:4]([CH3:26])[N:3]=2)=[O:32])[CH2:30][CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 78705Cyclobutanecarbonyl chlorideHCID 675095742-amino-6-methyl-N-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carboxamide

Product 1

HCID 675097942-(cyclobutanecarboxamido)-6-methyl-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-6-methyl-N-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)pyrimidine-4-carboxamide (20 mg, 0.05 mmol, Step-1, single enantiomer) and cyclobutanecarbonyl chloride (28 mg, 0.27 mmol) according to the procedure similar to that described in Step-2 of Example 8.

Sources & evidence

ORD record
ord-0a43f34008df4227b646f740a8765eca
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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