Lithium Hydroxide → HCID 59408776, compound

HRID 1188097Notes

Reaction equation

HRID 1188097 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[N:7]1[C:11]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=[CH:10][C:9]([C:19]([O:21]C)=[O:20])=[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]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=[CH:10][C:9]([C:19]([OH:21])=[O:20])=[N:8]1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 68667915HCID 68667915, compound

Product 1

HCID 59408776HCID 59408776, compoundYield 102.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

Methyl 1-(tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazole-3-carboxylate (363 mg, 0.70 mmol) was dissolved in a mixture of MeOH/THF/H2O (1:2:1, 4 mL). Lithium hydroxide 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. 1-(Tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazole-3-carboxylic acid (205 mg, quantitative) was obtained 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

Sources & evidence

ORD record
ord-11609e9dca014219a1dd2f9f309e28f1
Source dataset
uspto-grants-2014_03
Patent number
US08673940B2

Reaction notes

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