HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 89870951, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | tert-butyl (2S,4R)-2-ethynyl-4-hydroxypyrrolidine-1-carboxylate | HCID 11816659 | — |
| Reactant | HCID 178489940 | HCID 178489940 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89870951 | HCID 89870951 | — |
Reaction Steps
3-((3,5-Dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (14 mg) obtained in Example 1 (Step 1), (2S,4R)-tert-butyl 2-ethynyl-4-hydroxypyrrolidine-1-carboxylate (15 mg) synthesized by the method disclosed in WO2005/007083, and triphenylphosphine (23 mg) were suspended in THF (1.0 ml). DIAD (18 μl) was added to the suspension, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated and dissolved in a solution of DMSO. The resulting solution was purified by preparative reversed-phase HPLC purification (water/acetonitrile (0.1% formic acid)) to obtain the title compound as a colorless, amorphous substance (5.0 mg). Physical properties: m/z [M+H]+ 489.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108973B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-256914c463134593a35265e4566f99ad |
| Source note | uspto-grants-2015_08 |