2-(Trifluoromethyl)-[1,2,4]triazolo[1,5-a]pyrazine → 5,6,7,8-Tetrahydro-2-(trifluoromethyl)[1,2,4]triazolo[1,5-a]pyrazine
Reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[N:11]=[C:6]2[CH:7]=[N:8][CH:9]=[CH:10][N:5]2[N:4]=1>[Pd].C(O)C>[F:12][C:2]([F:1])([F:13])[C:3]1[N:11]=[C:6]2[CH2:7][NH:8][CH2:9][CH2:10][N:5]2[N:4]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
2-(Trifluoromethyl)-[1,2,4]triazolo[1,5-a]pyrazine (340 mg, 1.81 mmol, from Step C) was hydrogenated under atmospheric hydrogen with 10% palladium on carbon (60 mg) as a catalyst in ethanol (10 mL) at ambient temperature for 18 h. Filtration through Celite followed by concentration gave a dark colored oil. Flash chromatography (eluted with 100% ethyl acetate followed by 10% methanol/dichloromethane) gave the title compound as a white solid.
Workup
- filtrationFiltration through Celite
- concentrationfollowed by concentration
- customgave a dark colored oil
- washFlash chromatography (eluted with 100% ethyl acetate followed by 10% methanol/dichloromethane)
Sources & evidence
- ORD record
- ord-b39aef9b7791420bb74503bd1517acc0
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08653059B2
Reaction notes
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