HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-[1-(Cyclopentylmethyl)-5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one → 2-[1-(Cyclopentylmethyl)-5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-[1-(Cyclopentylmethyl)-5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one | HCID 86715171 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[1-(Cyclopentylmethyl)-5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one | HCID 71469149 | — |
Reaction Steps
230 mg (0.454 mmol) of 2-[1-(cyclopentylmethyl)-5-fluoro-1H-pyrazolo[3,4-b]pyridin-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, 150 mg of 10% palladium on carbon were added and the mixture was hydrogenated with hydrogen at standard pressure for 3 h. The reaction mixture was filtered through Celite and concentrated. The residue was triturated with 4 ml of acetonitrile, filtered off with suction and dried under high vacuum. This gave 123 mg of the target compound (purity 94%, 67% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090610B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-9d0235c1b0bb475fa03d1c47bd16caae |
| Source note | uspto-grants-2015_07 |