Hydrochloric Acid → HCID 72812546, compound

HRID 2103834Notes

Reaction equation

HRID 2103834 reaction equation
[OH:1][C:2]1[C:3]([C:19](=[N:21][NH:22][C:23]([C:25]2[CH:34]=[CH:33][C:28]([C:29]([O:31]C)=[O:30])=[CH:27][CH:26]=2)=[O:24])[CH3:20])=[N:4][N:5]([CH3:18])[C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:9][CH:8]=1.CO.[OH-].[Na+].Cl>O>[OH:1][C:2]1[C:3]([C:19](=[N:21][NH:22][C:23]([C:25]2[CH:26]=[CH:27][C:28]([C:29]([OH:31])=[O:30])=[CH:33][CH:34]=2)=[O:24])[CH3:20])=[N:4][N:5]([CH3:18])[C:6]=1[C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 86604737HCID 86604737, compound

Product 1

HCID 72812546HCID 72812546, compoundYield 74.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To methyl 4-[(2-{1-[4-hydroxy-1-methyl-5-(4-n-pentylphenyl)-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonyl]benzoate (0.121 mmol, 66.5 mg), methanol (3.5 mL) was added, and 1 M aqueous sodium hydroxide (5 eq., 0.605 mL) was added at room temperature. After 30 minutes of stirring at room temperature and 1.5 hours of stirring at 60° C., the reactor was cooled to room temperature, and 1 M hydrochloric acid (5 eq., 0.605 mL) and water were added. The precipitated solid was recovered by filtration, washed with water and dried by means of a vacuum pump to give the desired product as a yellow solid (40.4 mg, yield 74%).

Workup

  1. stirringof stirring at 60° C.
  2. temperaturethe reactor was cooled to room temperature
  3. filtrationThe precipitated solid was recovered by filtration
  4. washwashed with water
  5. customdried by means of a vacuum pump

Sources & evidence

ORD record
ord-64fe0746e3134cb296415203ecde2acd
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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