HCID 87426586, compound → HCID 87426686, compound

HRID 623526Notes

Reaction equation

HRID 623526 reaction equation
[F:1][CH:2]([F:18])[CH2:3][O:4][C:5]1[C:14]([C:15]([CH3:17])=[CH2:16])=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][N:6]=1>CO.[Pd]>[F:18][CH:2]([F:1])[CH2:3][O:4][C:5]1[C:14]([CH:15]([CH3:16])[CH3:17])=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][N:6]=1

Participants

4

Reactant 1

HCID 87426586HCID 87426586, compound

Product 1

HCID 87426686HCID 87426686, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium 10% on carbon (50 mg) is added to a solution of methyl 6-(2,2-difluoroethoxy)-5-(prop-1-en-2-yl)nicotinate (491 mg, 1.91 mmol, Step-1) in methanol (20 mL) and stirred at room temperature under hydrogen atomosphare (1 atm) for 2 hours. The reaction mixture is filtrated through a pad of Celite and filtrate is concentrated in vacuo to give 490 mg (99% yield) of the title compound as colorless oil. This material is used for the next reaction (Step-3) without further purification.

Workup

  1. filtrationThe reaction mixture is filtrated through a pad of Celite and filtrate
  2. concentrationis concentrated in vacuo

Sources & evidence

ORD record
ord-2dc4436ed3e64639901a62694e18a466
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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