HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1H-Pyrazolo[3,4-d]pyrimidin-6-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | 4-chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine | HCID 11789625 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1H-Pyrazolo[3,4-d]pyrimidin-6-amine | HCID 19692156 | 31.4% |
Reaction Steps
A mixture containing 4-chloro-1H-pyrazolo[3,4-d]pyrimidin-6-yl amine (0.6 g, 3.54 mmol, Chembridge), 10% palladium on carbon (0.15 g), ammonium formate (1.24 g, 19.6 mmol) and methanol (20 mL) was heated at reflux for about 4 h. The reaction mixture was cooled to ambient temperature and filtered through Celite®, which was subsequently washed with additional MeOH (2×20 mL). The combined filtrates were evaporated under reduced pressure to yield a white solid. The solid was suspended in water (50 mL), filtered, and dried to afford 1H-pyrazolo[3,4-d]pyrimidin-6-yl amine (0.15 g, 31%) as a white solid. LC/MS (Table 2, Method c) Rt=2.12 min; MS m/z: 136 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637529B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-811c6dc6a9174484b5f8b962dab87c71 |
| Source note | uspto-grants-2014_01 |