Methyl 2,2-Difluoro-3-methoxypropionate → N'-(5-bromopyridin-2-yl)-2,2-difluoro-3-methoxypropanehydrazide
Reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[F:10][C:11]([F:19])([CH2:16][O:17][CH3:18])[C:12](OC)=[O:13]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH:9][C:12](=[O:13])[C:11]([F:19])([F:10])[CH2:16][O:17][CH3:18])=[N:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(5-bromo-2-hydrazinylpyridine (1.83 g, 9.73 mmol) and methyl 2,2-difluoro-3-methoxypropanoate (1.00 g, 6.49 mmol) were refluxed in toluene (35 mL) overnight. The reaction mixture was concentrated and purified by chromatography (EtOAc:hexanes=1:4) to give N′-(5-bromopyridin-2-yl)-2,2-difluoro-3-methoxypropanehydrazide.
Workup
- concentrationThe reaction mixture was concentrated
- custompurified by chromatography (EtOAc:hexanes=1:4)
Sources & evidence
- ORD record
- ord-2cebeb958e4549fd81f5171c3de43fea
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09371329B2
Reaction notes
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