HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 53257253, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Propanesulfonyl chloride, 2-methyl- | HCID 182236 | — |
| Reactant | 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt | HCID 66915326 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53257253 | HCID 53257253 | 43.9% |
Reaction Steps
Isobutanesulfonyl chloride (Aldrich Chemical Company, Inc., Milwaukee, Wis., USA; 23 mg, 0.15 mmol) was added dropwise to a stirred solution of 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt (Intermediate 27; 60 mg, 0.12 mmol) and diisopropylethylamine (0.11 mL, 0.62 mmol) in dichloromethane (1 mL) at room temperature. The mixture was stirred at room temperature for 1 h and then washed with water. The organic layers was dried (sodium sulfate), filtered, evaporated, triturated with ether and purified by HPLC to give to give 4-(4-methanesulfonyl-phenoxy)-1-[1-(2-methyl-propane-1-sulfonyl)-piperidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidine (26 mg, 43%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-69ff0e348bfb48788800c5eac0fc25e4 |
| Source note | uspto-grants-2012_05 |