Propionyl chloride → HCID 67509729, compound

HRID 623662Notes

Reaction equation

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

Participants

Reactant 2

HCID 62324Propionyl chloride

HCID 67511217HCID 67511217, compound

Product 1

HCID 67509729HCID 67509729, compoundYield 44%

Procedure

The title compound is prepared in 44% yield (10 mg) from 2-amino-5-chloro-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)isonicotinamide (20 mg, 0.053 mmol, single enantiomer, Step-1) and propionyl chloride (6 mg, 0.080 mmol) by the similar manner in Step-2 of Example-8.

Sources & evidence

ORD record: ord-32eeacd4ef684d92b30fdb10bc055fd5
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09302991B2

Reaction notes

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