Lithium Hydroxide → 2'-Fluoro-5-(5-methylpyridin-2-yl)-6'-(trifluoromethyl)biphenyl-3-carboxylic acid

HRID 2278762Notes

Reaction equation

HRID 2278762 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[C:12]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][N:19]=2)[CH:15]=[C:14]([C:25]([O:27]C)=[O:26])[CH:13]=1.O1CCCC1.[OH-].[Li+]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:9])([F:11])[F:10])[C:3]=1[C:12]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][N:19]=2)[CH:15]=[C:14]([C:25]([OH:27])=[O:26])[CH:13]=1

Participants

4

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 67303854Methyl 2'-fluoro-5-(5-methylpyridin-2-yl)-6'-(trifluoromethyl)biphenyl-3-carboxylate

Product 1

HCID 673043082'-Fluoro-5-(5-methylpyridin-2-yl)-6'-(trifluoromethyl)biphenyl-3-carboxylic acid

Conditions

Temperature
50 °C

Procedure

A round bottom flask was charged with methyl 2′-fluoro-5-(5-methylpyridin-2-yl)-6′-(trifluoromethyl)biphenyl-3-carboxylate (200.00 mg, 0.51368 mmol), Tetrahydrofuran (7.8 mL, 97 mmol) and Lithium hydroxide (36.906 mg, 1.5410 mmol) and the reaction stirred at room temperature over night and at 50° C. for two days. The reaction mixture was filtered over Sodium sulfate and the solvent removed under reduced pressure to get the acid as brown solid.

Workup

  1. filtrationThe reaction mixture was filtered over Sodium sulfate
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-69c1773f34a748e49a32d17f307e9039
Source dataset
uspto-grants-2015_09
Patent number
US09133122B2

Reaction notes

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