Sodium Hydroxide → HCID 67814026, compound

HRID 1504286Notes

Reaction equation

HRID 1504286 reaction equation
[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:14]([C:33]([O:35]CC)=[O:34])=[N:15][N:16]([C:22]([CH3:32])([CH3:31])[CH2:23][C:24]3[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=3)[C:17]=2[O:18][CH2:19][O:20][CH3:21])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-].[Na+]>O1CCCC1.CO.C(Cl)Cl>[CH2:1]([C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:14]([C:33]([OH:35])=[O:34])=[N:15][N:16]([C:22]([CH3:31])([CH3:32])[CH2:23][C:24]3[CH:25]=[CH:26][C:27]([CH3:30])=[CH:28][CH:29]=3)[C:17]=2[O:18][CH2:19][O:20][CH3:21])=[CH:11][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 67811781HCID 67811781, compound

Product 1

HCID 67814026HCID 67814026, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 4-(4-hexylphenyl)-5-(methoxymethoxy)-1-(2-methyl-1-(p-tolyl)propan-2-yl)-1H-pyrazole-3-carboxylate (138 mg) was dissolved in 2 mL of tetrahydrofuran and 0.7 mL of methanol, mixed with 0.27 mL (1.4 mmol) of 5 M aqueous sodium hydroxide and stirred at room temperature for 20 hours. After completion of the reaction, the reaction mixture was diluted with methylene chloride and washed with saturated aqueous ammonium chloride. The organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure to give the desired product (crude yield 142 mg).

Workup

  1. customAfter completion of the reaction
  2. washwashed with saturated aqueous ammonium chloride
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-56d950e7607c4b8c9b78b91c374ff7d7
Source dataset
uspto-grants-2015_12
Patent number
US09212348B2

Reaction notes

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