Sodium Hydroxide → HCID 59516095, compound

HRID 1799367Notes

Reaction equation

HRID 1799367 reaction equation
[CH:1]1([NH:7][C:8]([C:10]2[CH:11]=[N:12][N:13]([C:18]3[CH:28]=[CH:27][C:21]([C:22]([O:24]CC)=[O:23])=[CH:20][CH:19]=3)[C:14]=2[CH2:15][CH2:16][CH3:17])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[CH:1]1([NH:7][C:8]([C:10]2[CH:11]=[N:12][N:13]([C:18]3[CH:19]=[CH:20][C:21]([C:22]([OH:24])=[O:23])=[CH:27][CH:28]=3)[C:14]=2[CH2:15][CH2:16][CH3:17])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57437893HCID 57437893, compound2×

Product 1

HCID 59516095HCID 59516095, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 4-[4-(cyclohexylcarbamoyl)-5-propyl-pyrazol-1-yl]benzoate (130 mg, 0.34 mmol) (Intermediate #21) was dissolved in methanol (10 mL) and treated at ambient temperature with 2M aqueous sodium hydroxide solution (2.5 mL). The mixture was stirred at ambient temperature for 18 h and then methanol was removed by evaporation under reduced pressure. The remaining aqueous solution was acidified with 2M aqueous hydrochloric acid to pH=2. A white solid precipitated out of solution, it was filtered, dried under vacuum and identified as the desired product (120 mg, quantitative reaction).

Workup

  1. custommethanol was removed by evaporation under reduced pressure
  2. customA white solid precipitated out of solution, it
  3. filtrationwas filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-2ffb0614ad4d44138c3bf452b4be87bb
Source dataset
uspto-grants-2013_01
Patent number
US08344016B2

Reaction notes

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