HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → 1-{1-[4-(6-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-benzyl]-piperidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 57713946 | — |
| Reactant | 4-(6-Phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde | HCID 86630665 | — |
| Product | 1-{1-[4-(6-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-benzyl]-piperidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine | HCID 68752707 | 25.6% |
Reaction Steps
250 mg (0.84 mmol) 4-(6-phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde and 257 mg (1 mmol) 1-piperidine-4-yl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine were treated as previously described. Additional NaBH(OAc)3 has been added after one, two and three hours (two equivalents each). After a further stirring at room temperature additional 26 mg 1-piperidine-4-yl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine and two equivalents NaBH(OAc)3 were added. After stirring overnight and two further additions of NaBH(OAc)3 the solvents were evaporated. Workup und purification yields 108 mg of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957064B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-16bac07ea44847c2bedcfcadcc192982 |
| Source note | uspto-grants-2015_02 |