Water → 1-(3,5-Difluoropyridin-2-yl)-2-(2-fluorophenyl)ethanone

HRID 570516Notes

Reaction equation

[F:1][C:2]1[C:3]([C:9](=[O:22])[CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])C(OC)=O)=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.[Cl-].[Na+].O>CS(C)=O.C(OCC)(=O)C>[F:1][C:2]1[C:3]([C:9](=[O:22])[CH2:10][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1

Participants

Conditions

Temperature: 150 °C

Procedure

11.65 g (37.67 mmol) of the compound from Example 13A were initially charged in DMSO (37 ml). Subsequently, 2.42 g (41.44 mmol) of sodium chloride and water (7 ml) were added, and the mixture was stirred in a microwave at 150° C. for 30 min. The reaction mixture was diluted with ethyl acetate, and the organic phase was washed three times with water and once with saturated aqueous sodium chloride solution, dried over sodium sulphate, filtered and concentrated. This gave 9.07 g (89%, 85% of theory) of the desired compound in solid form, which was converted without further purification.

Workup

washthe organic phase was washed three times with water
dry with materialonce with saturated aqueous sodium chloride solution, dried over sodium sulphate
filtrationfiltered
concentrationconcentrated
customThis gave 9.07 g (89%, 85% of theory) of the desired compound in solid form, which was converted without further purification

Sources & evidence

ORD record: ord-88923dcd69e64635abe555c3cc4baaa8
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023849B2

Reaction notes

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