Potassium Carbonate → 1-(difluoromethyl)-4-ethynyl-1H-pyrazole
Reaction equation
[F:1][CH:2]([F:14])[N:3]1[CH:7]=[C:6]([C:8]#[C:9][Si](C)(C)C)[CH:5]=[N:4]1.C(=O)([O-])[O-].[K+].[K+]>CO>[F:1][CH:2]([F:14])[N:3]1[CH:7]=[C:6]([C:8]#[CH:9])[CH:5]=[N:4]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1-(Difluoromethyl)-4-((trimethylsilyl)ethynyl)-1H-pyrazole (Preparation 151, 413 mg, 1.9 mmole) was stirred with methanol (4 mL). Potassium carbonate (17 mg) was added and stirred at room temperature for 50 minutes. The solvent was evaporated and the residue was filtered in dichloromethane through a short pad of silica to afford the title compound (187 mg 1.31 mmole 72%). 1H-NMR (CDCl3, 500 MHz): δ 3.08 (s, 1H), 7.17 (t, J=60.5 Hz, 1H), 7.75 (s, 1H), 7.97 (s, 1H).
Workup
- customThe solvent was evaporated
- filtrationthe residue was filtered in dichloromethane through a short pad of silica
Sources & evidence
- ORD record
- ord-a7eac286688e4b9d9596b38ba463631b
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09371319B2
Reaction notes
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