HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-[1-(2,3-Difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one → 2-[1-(2,3-Difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-[1-(2,3-Difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one | HCID 71746636 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[1-(2,3-Difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one | HCID 71746639 | 28.5% |
Reaction Steps
44 mg (0.05 mmol) of 2-[1-(2,3-difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one were dissolved in 8 ml of absolute DMF, 11 mg (0.01 mmol) of 10% palladium on charcoal were added and hydrogenation was effected under standard hydrogen pressure for 4 h. The reaction mixture was filtered and purified by means of preparative HPLC (eluent: acetonitrile/water, gradient 20:80→100:0). 6 mg of the target compound were obtained (purity 81%; 21% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09023849B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-56e244ec3e6b477294df312249656dae |
| Source note | uspto-grants-2015_05 |