HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → HCID 131735923, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| Reactant | HCID 89189103 | HCID 89189103 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 131735923 | HCID 131735923 | 68.7% |
Reaction Steps
A solution of 3-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)propyl)thiazolidine-2,4-dione (0.20 g, 0.43 mmol), cyclopropanecarbaldehyde (91 mg, 1.3 mmol, 3.0 eq.) and a drop of piperidine in ethanol (15 mL) was refluxed overnight. The volatile phase was removed under reduced pressure. The residue was applied on silica gel and eluted with petroleum:ethyl acetate (3:2) to give 3-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)propyl)-5-(cyclopropylmethylene thiazolidine-2,4-dione (50 mg) as a white solid. MS (ESI, pos. ion) m/z: 513 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376438B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-91eb2bae6740462cb5ff584fec924600 |
| Source note | uspto-grants-2016_06 |