N-methoxy-N-methyl-6-(2,2,2-trifluoroethoxy)pyridine-3-carboxamide → 1-(6-(2,2,2-Trifluoroethoxy)pyridin-3-yl)propan-1-one

HRID 715374Notes

Reaction equation

HRID 715374 reaction equation
CON(C)[C:4](=[O:17])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])=[N:7][CH:6]=1.[CH2:19]([Mg]Br)[CH3:20]>>[F:16][C:13]([F:14])([F:15])[CH2:12][O:11][C:8]1[N:7]=[CH:6][C:5]([C:4](=[O:17])[CH2:19][CH3:20])=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 86707284N-methoxy-N-methyl-6-(2,2,2-trifluoroethoxy)pyridine-3-carboxamideHCID 178418443HCID 178418443, compound

Product 1

HCID 675097691-(6-(2,2,2-Trifluoroethoxy)pyridin-3-yl)propan-1-oneYield 87%

Procedure

The title compound is prepared in 87% yield (0.53 g, colorless oil) from N-methoxy-N-methyl-6-(2,2,2-trifluoroethoxy)nicotinamide (0.70 g, 2.65 mmol, Step-2 of Amine-1) and ethyl magnesium bromide instead of methyl magnesium bromide in a similar manner to Step-3 of Amine-1.

Sources & evidence

ORD record
ord-135fae8fe9324ab2abba2d3d4dabcb0e
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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