Trifluoroacetic acid → 2-(2-Fluoro-5-methyl-4-(2-methylpyridin-4-yl)phenyl)acetic acid

HRID 592213Notes

Reaction equation

HRID 592213 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([CH3:14])[CH:9]=2)[C:5]([CH3:15])=[CH:4][C:3]=1[CH2:16][C:17]([O:19]C(C)(C)C)=[O:18].C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([CH3:14])[CH:9]=2)[C:5]([CH3:15])=[CH:4][C:3]=1[CH2:16][C:17]([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58447700Tert-butyl 2-(2-fluoro-5-methyl-4-(2-methylpyridin-4-yl)phenyl)acetate

Product 1

HCID 584479062-(2-Fluoro-5-methyl-4-(2-methylpyridin-4-yl)phenyl)acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of tert-butyl 2-(2-fluoro-5-methyl-4-(2-methylpyridin-4-yl)phenyl)acetate 191-5 (80 mg, 0.37 mmol) in DCM (2 mL) was added TFA (2 mL). The reaction was stirred at room temperature for 2 hours. The solvent and TFA was removed by rotary evaporation to give 2-(2-fluoro-5-methyl-4-(2-methylpyridin-4-yl)phenyl)acetic acid 191-6. The product was used for next step without further purification.

Workup

  1. customThe solvent and TFA was removed by rotary evaporation

Sources & evidence

ORD record
ord-a651f791853445aebce02ed15f143fc5
Source dataset
uspto-grants-2016_01
Patent number
US09238646B2

Reaction notes

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