HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-({5-Chloro-1-[2-(methylsulfonyl)ethyl]-1H-indol-2-yl}methyl)-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | [5-chloro-1-(2-methanesulfonyl-ethyl)-1H-indol-2-yl]-methanol | HCID 89924301 | — |
| Reactant | HCID 178504858 | HCID 178504858 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-({5-Chloro-1-[2-(methylsulfonyl)ethyl]-1H-indol-2-yl}methyl)-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine | HCID 72948721 | 2.9% |
Reaction Steps
To a solution of [5-chloro-1-(2-methanesulfonyl-ethyl)-1H-indol-2-yl]-methanol (287 mg, 1.0 mmol), 3-methanesulfonyl-1H-pyrazolo[3,4-c]pyridine (197 mg, 1.0 mmol) and PPh3 (786 mg, 3 mmol) in THF (50 mL) was added DIAD (606 mg, 3 mmol) dropwise in an ice-water bath under N2 protection. The mixture then stirred at RT overnight. The reaction was purified by preparative-HPLC to give the title product (13.5 mg, 2.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206191B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-173b93d9c971490db4f617007a1aae11 |
| Source note | uspto-grants-2015_12 |