Trifluoroacetic acid → 6-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridine

HRID 57980Notes

Reaction equation

HRID 57980 reaction equation
[F:1][C:2]([F:27])([F:26])[CH2:3][N:4]1[CH:8]=[C:7]([C:9]2[N:14]=[CH:13][C:12]3[CH:15]=[N:16][N:17](COCC[Si](C)(C)C)[C:11]=3[CH:10]=2)[CH:6]=[N:5]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:27][C:2]([F:1])([F:26])[CH2:3][N:4]1[CH:8]=[C:7]([C:9]2[N:14]=[CH:13][C:12]3[CH:15]=[N:16][NH:17][C:11]=3[CH:10]=2)[CH:6]=[N:5]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 867071636-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazolo[4,3-c]pyridine

Product 1

HCID 867071626-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridineYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 6-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazolo[4,3-c]pyridine (800 mg, 2.02 mmol) and TFA (5 mL) in DCM (10 mL) was stirred at ambient temperature for 20 hours. The reaction mixture was concentrated under reduced pressure to afford 6-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]-pyridine as a yellow oil (539 mg, 100%). MS (ESI) m/z: 268 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-03012ed1edd44e719a0abe40e0f0236e
Source dataset
uspto-grants-2016_09
Patent number
US09434725B2

Reaction notes

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