Methyl 5-(2,2-difluoroethoxy)-3-methylpyrazine-2-carboxylate → 5-(2,2-Difluoroethoxy)-3-methylpyrazine-2-carboxylic acid

HRID 627705Notes

Reaction equation

HRID 627705 reaction equation
[F:1][CH:2]([F:16])[CH2:3][O:4][C:5]1[N:6]=[C:7]([CH3:15])[C:8]([C:11]([O:13]C)=[O:12])=[N:9][CH:10]=1>Cl.O1CCOCC1>[F:16][CH:2]([F:1])[CH2:3][O:4][C:5]1[N:6]=[C:7]([CH3:15])[C:8]([C:11]([OH:13])=[O:12])=[N:9][CH:10]=1

Participants

4

Reactant 1

HCID 86728150Methyl 5-(2,2-difluoroethoxy)-3-methylpyrazine-2-carboxylate

Product 1

HCID 867281515-(2,2-Difluoroethoxy)-3-methylpyrazine-2-carboxylic acidYield 100%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of methyl 5-(2,2-difluoroethoxy)-3-methylpyrazine-2-carboxylate (63.8 mg, 0.275 mmol) in aqueous 2N HCl (1 mL) and Dioxane (2 mL) was stirred at ambient temperature for 20 hrs. The reaction was concentrated and the resulting solid was rinsed with acetonitrile. The filtrate was collected and concentrated in vacuo to give the title compound (60 mg, 0.275 mmol, 100%) as a white solid. MS m/z=219.1 (M+H).

Workup

  1. concentrationThe reaction was concentrated
  2. washthe resulting solid was rinsed with acetonitrile
  3. customThe filtrate was collected
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-adc4f4ef645c432a88f34d06c3fca6ee
Source dataset
uspto-grants-2016_04
Patent number
US09309263B2

Reaction notes

Loading…