Hydrochloric Acid → HCID 178433895, compound

HRID 555619Notes

Reaction equation

HRID 555619 reaction equation
[OH:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][N:8]=2)[N:5]=[C:4]([CH3:17])[C:3]=1[C:18](=[N:20][NH:21][C:22]([C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=1)=[O:23])[CH3:19].[OH-].[Na+].Cl>CO>[CH3:17][C:4]1[C:3](=[C:18]([NH:20][NH:21][C:22]([C:24]2[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:32][CH:33]=2)=[O:23])[CH3:19])[C:2](=[O:1])[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][N:8]=2)[N:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178497997HCID 178497997, compound

Product 1

HCID 178433895HCID 178433895, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

50 mg of the methyl 4-([2-(1-{5-hydroxy-3-methyl-1[5-(trifluoromethyl)-2-pyridinyl]-1H-pyrazol-4-yl}ethylidene)hydrazino]carbonyl)benzoate synthesized in 1) was heated in 3 ml of methanol and 0.3 ml of 1M aqueous sodium hydroxide at 60° C. for 8 hours with stirring. After it was cooled to room temperature, 0.3 ml of 1M hydrochloric acid was added to precipitate crystals, and crystals were collected by filtration and dried to obtain 30 mg of the desired product, 4-[(2-{1-[3-methyl-5-oxo-1-(5-trifluoromethyl-2-pyridinyl)-1,5-dihydropyrazol-4-ylidene]-ethyl}hydrazino)carbonyl]benzoic acid as a pale brown solid (yield 62%).

Workup

  1. customto precipitate crystals, and crystals
  2. filtrationwere collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-24499edf850d4a458f579328d600fb3f
Source dataset
uspto-grants-2011_11
Patent number
US08053453B2

Reaction notes

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