Lithium Hydroxide → HCID 86672138, compound

HRID 82318Notes

Reaction equation

HRID 82318 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([O:12]CC)=[O:11])[CH:5]=1.[Li+].[OH-]>CO>[CH3:1][O:2][CH2:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([OH:12])=[O:11])[CH:5]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 53784690ethyl 5-(methoxymethyl)-1-methyl-1H-pyrazole-3-carboxylate

Product 1

HCID 86672138HCID 86672138, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 5-(methoxymethyl)-1-methyl-1H-pyrazole-3-carboxylate (WO9743277) (177 mg, 0.893 mmol) in MeOH, a 0.5 M solution of LiOH was added (5.3 mL, 2.68 mmol). The reaction was stirred at room temperature overnight. The solution was evaporated to dryness and the residue was adjusted to pH5 with a 2 N HCl solution. The aqueous solution was extracted with EtOAc and the organic layer was dried over Na2SO4 and evaporated in vacuo to give the title compound as a white solid 95%, 145 mg.

Workup

  1. customThe solution was evaporated to dryness
  2. extractionThe aqueous solution was extracted with EtOAc
  3. dry with materialthe organic layer was dried over Na2SO4
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-f7b2a6feb4c7410d84bd9f7e300efde1
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

Loading…