HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86677704, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl 3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-methylphenyl}azetidine-1-carboxylate | HCID 86677703 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86677704 | HCID 86677704 | 92% |
Reaction Steps
Benzyl 3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-ethoxy-6-methylphenyl}azetidine-1-carboxylate (170 mg, 0.32 mmol, racemic intermediate) and 5% palladium (80 mg) were combined in methanol (12 mL), to which was added 0.25 M hydrogen chloride in water (3.2 mL, 0.79 mmol). The suspension was hydrogenated under balloon pressure of H2 at room temperature for 2 h. The suspension was filtered. The filtrate was neutralized with sat. NaHCO3 solution, and extracted with dichloromethane. The combined organic layers were dried over MgSO4 and filtered, concentrated to give the desired product (117 mg, 92%). LCMS calculated for C20H26ClN6O (M+H)+: m/z=401.2; Found: 401.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199982B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-174fb0e2cf7c40bc8e1923a70ecffab9 |
| Source note | uspto-grants-2015_12 |