HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 57964936, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxybenzonitrile | HCID 11907 | — |
| Reactant | HCID 57964946 | HCID 57964946 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57964936 | HCID 57964936 | 47% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A mixture of 3-(4-Chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 32; 40 mg, 0.12 mmol), 2-hydroxybenzonitrile (available from Aldrich Chemical Company, Inc., Milwaukee, Wis., USA 15.5 mg, 0.13 mmol) and potassium carbonate (15 mg, 0.25 mmol) in dimethylformamide (0.6 mL) was heated in a microwave oven at 160° C. for 10 min. The reaction mixed was cooled and filtered. Volatiles were evaporated and the residue purified twice by chromatography on silica gel, eluting first with 25% ethyl acetate/hexanes and then with 20% ethyl acetate/hexanes to give 3-[4-(2-cyano-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (22 mg, 47%) as a viscous oil
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-218aaa4ec6784243b06026c6caefa16f |
| Source note | uspto-grants-2012_05 |