Ethyl pyruvate → HCID 140687019, compound

HRID 925638Notes

Reaction equation

HRID 925638 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[NH:10][NH2:11].[C:12]([O:17][CH2:18][CH3:19])(=[O:16])[C:13]([CH3:15])=O>C(O)C>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[NH:10]/[N:11]=[C:13](/[CH3:15])\[C:12]([O:17][CH2:18][CH3:19])=[O:16]

Participants

4

Reactant 2

HCID 12041Ethyl pyruvateHCID 90036001HCID 90036001, compound

Product 1

HCID 140687019HCID 140687019, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A stirred solution of (2-bromo-4,5-difluoro-phenyl)-hydrazine (step A) (4.29 g, 19.2 mmol) in ethanol (13.8 ml) was cooled to 0° C. and a solution of ethyl pyruvate (2.39 g, 2.3 ml, 20.0 mmol) in ethanol (4 ml) was added drop wise at 0° C. for 15 min. After the mixture was allowed to stir at room temperature for 22 h it was evaporated to give crude (Z)-ethyl 2-[2-(2-bromo-4,5-difluoro-phenyl)-hydrazono]-propanoate (6.18 g, 100%) as light brown solid, MS (ISP) m/z=323.0 [(M+H)+], mp 78° C., which was used without further purification.

Workup

  1. customwas evaporated

Sources & evidence

ORD record
ord-207da8f9d0f84aa5a2c7e84a2a82418c
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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