HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Pentanol → HCID 57496300, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Pentanol | HCID 6276 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1-(4-methanesulfonyl-phenyl)-4-(piperidin-4-yloxy)-1H-pyrazolo[3,4-d]pyrimidine | HCID 11360802 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 57496300 | HCID 57496300 | 39.8% |
Reaction Steps
Di-imidazol-1-yl-methanone (0.51 mmol, 83 mg), and n-pentanol (0.51 mmol, 56 μL) were dissolved in DMSO (1 mL) and stirred for 30 minutes at room temperature. Then, 1-(4-methanesulfonyl-phenyl)-4-(piperidin-4-yloxy)-1H-pyrazolo[3,4-d]pyrimidine (0.17 mmol, 70 mg) and triethylamine (0.51 mmol, 72 μL) were added and heated in a microwave at 120° C. for 6 minutes. The progress of the reaction was monitored by LCMS. The reaction mixture was quenched with water and the product was extracted with ethylacetate. Removal of organic solvents in vacuo and purification by HPLC provided Compound A117 as a white solid (33 mg, 32%). Exact mass calculated for C23H29N5O5S 487.57, found 488.20 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410119B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-c92b468e8a6a45e6b904bc65922dab58 |
| Source note | uspto-grants-2013_04 |