Sodium Hydroxide → HCID 86721269, compound

HRID 1750427Notes

Reaction equation

HRID 1750427 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][N:11]=[CH:10][C:9]=2[C:13]2[S:14][CH:15]=[C:16]([CH2:18][C:19]([O:21]CC)=[O:20])[N:17]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][N:11]=[CH:10][C:9]=2[C:13]2[S:14][CH:15]=[C:16]([CH2:18][C:19]([OH:21])=[O:20])[N:17]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86721268HCID 86721268, compound

Product 1

HCID 86721269HCID 86721269, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the compound (178 mg, 0.537 mmol) obtained in step 7 in ethanol (2.2 mL) was added 6N aqueous sodium hydroxide solution (0.269 mL, 1.61 mmol) at room temperature, and the mixture was heated under reflux for 1 hr. The organic solvent was evaporated, and 2N hydrochloric acid was added until the mixture became pH2. The precipitate was collected by filtration to give {2-[5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}acetic acid (122 mg, 75%) as a yellow powder.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. customThe organic solvent was evaporated
  4. addition2N hydrochloric acid was added until the mixture
  5. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-74ac92475ba34ac4ab24b1824095b543
Source dataset
uspto-grants-2015_10
Patent number
US09156837B2

Reaction notes

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