Lithium Hydroxide → HCID 59408777, compound

HRID 1188143Notes

Reaction equation

HRID 1188143 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[N:7]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:9]([C:15]([O:17]C)=[O:16])=[N:8]1.[OH-].[Li+]>CO.C1COCC1.O.O>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[N:7]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:9]([C:15]([OH:17])=[O:16])=[N:8]1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 59408782HCID 59408782, compound

Product 1

HCID 59408777HCID 59408777, compoundYield 177.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

Methyl 1-(tetrahydro-2H-pyran-2-yl)-5-nitro-1H-pyrazole-3-carboxylate (500 mg, 0.70 mmol) was dissolved in a mixture of MeOH/THF/H2O (1:2:1, 20 mL). Lithium hydroxide (56.3 mg, 2.35 mmol) was added and the reaction mixture was stirred for 16 hrs. The reaction mixture was diluted with water and washed with DCM. The aqueous phase was evaporated which gave 1-(tetrahydro-2H-pyran-2-yl)-5-nitro-1H-pyrazole-3-carboxylic acid (300 mg, 64%) as a white solid which was used without further purification in the next step.

Workup

  1. washwashed with DCM
  2. customThe aqueous phase was evaporated which

Sources & evidence

ORD record
ord-9d6fdd67ec154c36b683200b228175c6
Source dataset
uspto-grants-2014_03
Patent number
US08673940B2

Reaction notes

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