HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 15953837, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 178509243 | HCID 178509243 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 15953837 | HCID 15953837 | 53.2% |
Reaction Steps
To a room temperature slurry of 6-(2,4-Difluoro-phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-3-ylamine (170 mg, 0.646 mmol), acetone (0.95 mL, 12.9 mmol) acetic acid (0.037 mL) and THF (6.5 mL) was added NaBH(OAc)3 (547 mg, 2.58 mmol). The reaction mixture was heated to reflux for 18 hours, then cooled to room temperature and diluted with ether. This mixture was washed with water and brine, then dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was chromatographed through silica (10%-50% EtOAc in hexanes) to give 105 mg of [6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-isopropyl-amine, MP=211.3-214.4° C., MS(M+H)=306.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601726B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-d09fcfa75ce0453d81812c0561b6877a |
| Source note | uspto-grants-2009_10 |