HCID 131733920, compound → HCID 117760250, compound

HRID 709823Notes

Reaction equation

HRID 709823 reaction equation
[CH:1]1([C:4]([C:11]2[C:16]([F:17])=[CH:15][N:14]=[C:13]([O:18][CH3:19])[CH:12]=2)=[CH:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:3][CH2:2]1>C(O)(=O)C.[Zn]>[CH:1]1([CH:4]([C:11]2[C:16]([F:17])=[CH:15][N:14]=[C:13]([O:18][CH3:19])[CH:12]=2)[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:2][CH2:3]1

Participants

4

Reactant 1

HCID 131733920HCID 131733920, compound

Product 1

HCID 117760250HCID 117760250, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of ethyl 3-cyclopropyl-3-(5-fluoro-2-methoxypyridin-4-yl)acrylate (entire amount) in acetic acid (100 mL) was added a zinc powder (50.2 g), and the mixture was stirred at room temperature for 30 min. The reaction mixture was filtered, and the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (5.72 g) as a colorless oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent in the filtrate was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-b57548368c19484b87880af7d3046337
Source dataset
uspto-grants-2015_11
Patent number
US09181186B2

Reaction notes

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