Methanol → HCID 17973704, compound

HRID 2077287Notes

Reaction equation

HRID 2077287 reaction equation
C([O:3][C:4]([C:6]1[C:10]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[CH:9][N:8]([CH2:18][CH2:19][N:20]([CH3:22])[CH3:21])[N:7]=1)=[O:5])C.[OH-].[Na+].CO>CO.O>[CH3:21][N:20]([CH3:22])[CH2:19][CH2:18][N:8]1[CH:9]=[C:10]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[C:6]([C:4]([OH:5])=[O:3])=[N:7]1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 66967845HCID 66967845, compound

Product 1

HCID 17973704HCID 17973704, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of 1-(2-Dimethylamino-ethyl)-4-(4-fluoro-phenyl)-1H-pyrazole-3-carboxylic acid ethyl ester, D22 (610 mg, 2 mmol) in methanol/water (15 ml/10 ml) was treated with 2N sodium hydroxide (4 ml). After stirring at room temperature for 16 h the methanol was removed in vacuo and the residue treated with 2N HCl (4 ml). The water was removed in vacuo. Dichloromethane was added to the residue and the inorganic solid was removed by filtration. Removal of the solvent form the filtrate in vacuo afforded the title compound as a white solid (350 mg, 63%).

Workup

  1. customwas removed in vacuo
  2. additionthe residue treated with 2N HCl (4 ml)
  3. customThe water was removed in vacuo
  4. additionDichloromethane was added to the residue
  5. customthe inorganic solid was removed by filtration
  6. customRemoval of the solvent form the filtrate in vacuo

Sources & evidence

ORD record
ord-59326d39ce7b42dd9e98c9309db47268
Source dataset
uspto-grants-2011_04
Patent number
US07928124B2

Reaction notes

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