HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 4-Amino-2-[1-(cyclopentyl methyl)-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 | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Methyl 3,3-dicyano-2,2-dimethylpropanoate | HCID 86657403 | — |
| Reactant | 1-(cyclopentylmethyl)-5-fluoro-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide | HCID 86715170 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | 4-Amino-2-[1-(cyclopentyl methyl)-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 70979602 | — |
Reaction Steps
30 ml of tert-butanol, 1.068 g (6.429 mmol) of methyl 3,3-dicyano-2,2-dimethylpropanoate dissolved in 15 ml of tert-butanol and 901 mg (8.037 mmol) of potassium tert-butoxide were added to 1.400 g (5.358 mmol) of 1-(cyclopentylmethyl)-5-fluoro-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide, and the mixture was heated under reflux for 24 h. The reaction mixture was concentrated on a rotary evaporator, triturated with 60 ml of water/ethanol (v/v=5:1), filtered off with suction and dried under high vacuum. This gave 1.296 g (57% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090610B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-bc24e5397b7a4eba92380c21e4e514f1 |
| Source note | uspto-grants-2015_07 |