Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 66733974 | HCID 66733974 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66733890 | HCID 66733890 | — |
Reaction Steps
A mixture of 8-[2-(2,5-difluoro-4-trifluoromethyl-phenyl)-ethyl]-3-ethyl-1-iodo-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester (1.890 g; 3.229 mmol), 10% palladium on activated charcoal (567 mg), and anhydrous potassium carbonate (1.115 g; 8.072 mmol; 2.5 eq.) in anhydrous MeOH (75 ml) was stirred at rt, under hydrogen (1 atm), for 3 h15. Filtration over a pad of celite, and subsequent concentration to dryness afforded a crude heterogeneous residue which was dissolved in DCM (100 ml), and water (50 ml). The organic layer was then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure to give 8-[2-(2,5-difluoro-4-trifluoromethyl-phenyl)-ethyl]-3-ethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester as a yellow oil (1.400 g; 94%). LC-MS: tR=0.94 min.; [M+H]+=460.04 g/mol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08188082B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-2870c574198e4d4894e54e263ed3e0bb |
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| Source note | uspto-grants-2012_05 |
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