benzyl 1-(4-fluoro-1H-pyrazol-1-yl)cyclopropanecarboxylate → 1-(4-Fluoro-1H-pyrazol-1-yl)cyclopropanecarboxylic acid

HRID 931065Notes

Reaction equation

HRID 931065 reaction equation
[F:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2([C:10]([O:12]CC3C=CC=CC=3)=[O:11])[CH2:9][CH2:8]2)[CH:6]=1>CO>[F:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)[CH:6]=1

Participants

3

Reactant 1

HCID 89853924benzyl 1-(4-fluoro-1H-pyrazol-1-yl)cyclopropanecarboxylate

Product 1

HCID 898533361-(4-Fluoro-1H-pyrazol-1-yl)cyclopropanecarboxylic acidYield 93.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of benzyl 1-(4-fluoro-1H-pyrazol-1-yl)cyclopropanecarboxylate (115 mg, 0.442 mmol) in methanol (20 mL) was hydrogenated using the H-Cube (full H2, room temperature). The solvent was removed under reduced pressure to afford the title compound as a solid (70 mg). MS (AP+) (M+H) 171.4; LCMS retention time 1.06 minutes (Method M).

Workup

  1. customthe H-Cube (full H2, room temperature)
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-883e9af6f66948b195b95b152208356e
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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