Sodium Hydroxide → HCID 86692584, compound

HRID 1748643Notes

Reaction equation

HRID 1748643 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([CH3:16])=[C:14]([C:17]([NH:19][C:20]3[CH:21]=[N:22][C:23]([CH:26]4[CH2:35][CH2:34][C:29]5(OCC[O:30]5)[CH2:28][CH2:27]4)=[CH:24][CH:25]=3)=[O:18])[CH:13]=[N:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>O>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:15]([CH3:16])=[C:14]([C:17]([NH:19][C:20]3[CH:21]=[N:22][C:23]([CH:26]4[CH2:35][CH2:34][C:29](=[O:30])[CH2:28][CH2:27]4)=[CH:24][CH:25]=3)=[O:18])[CH:13]=[N:12]2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86692583HCID 86692583, compound

Product 1

HCID 86692584HCID 86692584, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

1-(4-tert-Butylphenyl)-N-[6-(1,4-dioxaspiro[4.5]decan-8-yl)pyridin-3-yl]-5-methyl-1H-pyrazole-4-carboxamide (219 mg) trifluoroacetic acid (3 ml) and water (catalytic amounts) were stirred at room temperature overnight. After the reaction, water was added, the mixture was neutralized by the addition of 1N aqueous solution of sodium hydroxide and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, concentrated to give 1-(4-tert-butylphenyl)-5-methyl-N-[6-(4-oxocyclohexyl)pyridin-3-yl]-1H-pyrazole-4-carboxamide as a white solid.

Workup

  1. additionwas added
  2. extractionextracted with chloroform
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-71cf35b5ec4146fab266cc5ddcc65154
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

Loading…