HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl 4-(3-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-1-(1-(ethoxycarbonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)phenyl)ureido)piperidine-1-carboxylate → HCID 25260760, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl 4-(3-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-1-(1-(ethoxycarbonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)phenyl)ureido)piperidine-1-carboxylate | HCID 25262467 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 25260760 | HCID 25260760 | 88% |
Reaction Steps
A solution of tert-butyl 4-(3-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-1-(1-(ethoxycarbonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)phenyl)ureido)piperidine-1-carboxylate (0.054 mmol) in CH2Cl2 (1 mL) and trifluoroacetic acid (0.2 mL) is stirred at room temperature for 2 hours, diluted with saturated sodium bicarbonate, extracted with CH2Cl2, washed with brine, dried and concentrated. Purification by HPLC provides ethyl 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(4-(3-piperidin-4-ylureido)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate (88%). (HRMS=604.3356 (M+H, obs.), 604.3354 (M+H, calc.))
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129371B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-188b86d9235b4cd6b1665bb644364b74 |
| Source note | uspto-grants-2012_03 |