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

HRID 623602Notes

Reaction equation

HRID 623602 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]([Cl: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>>[Cl:19][C:17]1[CH:18]=[C:13]([CH:11]([NH:10][C:8]([C:6]2[CH:5]=[C:4]([CH3:26])[N:3]=[C:2]([NH:1][C:31]([CH:27]3[CH2:30][CH2:29][CH2:28]3)=[O:32])[N:7]=2)=[O:9])[CH3:12])[CH:14]=[N:15][C:16]=1[O:20][CH2:21][C:22]([F:24])([F:23])[F:25]

Participants

3

Reactant 2

HCID 78705Cyclobutanecarbonyl chlorideHCID 675107842-amino-N-(1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)-6-methylpyrimidine-4-carboxamide

Product 1

HCID 67510663N-(1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)-2-(cyclobutanecarboxamido)-6-methylpyrimidine-4-carboxamide

Procedure

The title compound is prepared from 2-amino-N-(1-(5-chloro-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)-6-methylpyrimidine-4-carboxamide (20 mg, 0.05 mmol, Step-1, single enantiomer) and cyclobutanecarbonyl chloride (27 mg, 0.26 mmol) according to the procedure similar to that described in Step-2 of Example 8.

Sources & evidence

ORD record
ord-75fde3509d6f44e081ba3ac2f187707d
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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