HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (R)-7-[3-amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid cyanomethyl-amide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (R)-[3-[1-(cyanomethyl-carbamoyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-3-oxo-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester | HCID 57518409 | — |
| Product | (R)-7-[3-amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid cyanomethyl-amide hydrochloride | HCID 44193835 | — |
Reaction Steps
(R)-[3-[1-(Cyanomethyl-carbamoyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-3-oxo-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester 4a (0.3 g, 0.25 mmol) was dissolved in 10 mL of dichloromethane, and 5 mL of trifluoroacetic acid was then added to the solution. The reaction mixture was reacted at room temperature for 1 hour until thin lay chromatography showed the starting material disappeared. The reaction mixture was concentrated under reduced pressure to obtain the title compound (R)-7-[3-amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid cyanomethyl-amide hydrochloride 4 (130 mg) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513411B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-4b31ba599d0d49b6b553eb836a167f38 |
| Source note | uspto-grants-2013_08 |