Sodium Hydroxide → HCID 86721230, compound

HRID 1750389Notes

Reaction equation

HRID 1750389 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH3:13])[N:11]=[CH:10][C:9]=2[C:14]2[S:15][CH:16]=[C:17]([CH2:19][C:20]([O:22]CC)=[O:21])[N:18]=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[N:12]([CH3:13])[N:11]=[CH:10][C:9]=2[C:14]2[S:15][CH:16]=[C:17]([CH2:19][C:20]([OH:22])=[O:21])[N:18]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86721231HCID 86721231, compound

Product 1

HCID 86721230HCID 86721230, compoundYield 104.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl {2-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}acetate (245 mg, 0.709 mmol) and 6N aqueous sodium hydroxide solution (0.355 mL, 2.13 mmol) in ethanol (2.8 mL) was heated under reflux for 2 hr. Ethanol 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)-1-methyl-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}acetic acid (235 mg, 100%) as a yellow powder.

Workup

  1. temperatureunder reflux for 2 hr
  2. customEthanol was evaporated
  3. addition2N hydrochloric acid was added until the mixture
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-400585398601427a85b13385d0ada342
Source dataset
uspto-grants-2015_10
Patent number
US09156837B2

Reaction notes

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