Sodium Hydroxide → HCID 86721248, compound

HRID 1750404Notes

Reaction equation

HRID 1750404 reaction equation
[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[C:8]([C:18]2[S:19][CH:20]=[C:21]([CH2:23][C:24]([O:26]CC)=[O:25])[N:22]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C.C1COCC1>[C:1]([N:5]1[C:9]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=2)=[C:8]([C:18]2[S:19][CH:20]=[C:21]([CH2:23][C:24]([OH:26])=[O:25])[N:22]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86721247HCID 86721247, compound

Product 1

HCID 86721248HCID 86721248, compoundYield 91.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixed solution of the compound (920 mg, 2.30 mmol) obtained in step 12 and 1N aqueous sodium hydroxide solution (3.45 mL, 3.45 mmol) in ethanol (10 mL) and THF (10 ml) was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, and water was added to the residue. 1N Hydrochloric acid was added thereto, and the precipitate was collected by filtration to give 2-(2-(1-tert-butyl-5-(4-methoxyphenyl)-1H-pyrazol-4-yl)thiazol-4-yl)acetic acid (780 mg, 2.10 mmol, 91%) as a white powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and water
  2. additionwas added to the residue
  3. addition1N Hydrochloric acid was added
  4. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-4b346765ee3249f8a05abe9f99669e48
Source dataset
uspto-grants-2015_10
Patent number
US09156837B2

Reaction notes

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