Sodium Hydroxide → HCID 59632500, compound

HRID 2369043Notes

Reaction equation

HRID 2369043 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[CH:14]=[C:15]([C:29]([O:31]C)=[O:30])[C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([S:25]([CH3:28])(=[O:27])=[O:26])[CH:20]=3)=[CH:17][CH:18]=2)=[CH:11][C:10]([C:33]([F:36])([F:35])[F:34])=[N:9]1.[OH-].[Na+]>CO.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[CH:14]=[C:15]([C:29]([OH:31])=[O:30])[C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([S:25]([CH3:28])(=[O:27])=[O:26])[CH:20]=3)=[CH:17][CH:18]=2)=[CH:11][C:10]([C:33]([F:36])([F:34])[F:35])=[N:9]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59632151HCID 59632151, compound

Product 1

HCID 59632500HCID 59632500, compoundYield 77.5%

Reagents, catalysts & solvents 1

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

Procedure

A solution of methyl 4-(1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)-3′-(methylsulfonyl)biphenyl-2-carboxylate (1.37 g, 2.6 mmol) and NaOH (1 g, 25 mmol) in MeOH—H2O (2:1, 16 mL) was refluxed for 2 h. After cooling, solid was removed and the filtrate was acidified with formic acid. Solid was collected by filtration and washed with water and dried under high vacuum to afford 4-(1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)-3′-(methylsulfonyl)biphenyl-2-carboxylic acid (1.05 g). MS(ES): 521 [M+H]+.

Workup

  1. temperatureAfter cooling
  2. customsolid was removed
  3. filtrationSolid was collected by filtration
  4. washwashed with water
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-fd7053764287445d8a17737a56769f32
Source dataset
uspto-grants-2014_04
Patent number
US08703805B2

Reaction notes

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