HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86726610, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Triisopropylsilyl chloride | HCID 139400 | — |
| Reactant | 4-Iodo-7H-pyrrolo(2,3-d)pyrimidine | HCID 57870804 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86726610 | HCID 86726610 | 74.6% |
Reaction Steps
4-Iodo-7H-pyrrolo[2,3-d]pyrimidine (352 mg, 1.44 mmol) in tetrahydrofuran (15 mL) cooled to 0° C. was mixed with sodium hydride (55 wt % dispersion in mineral oil, 75.5 mg, 1.73 mmol) and chlorotriisopropylsilane (0.37 mL, 1.7 mmol) and stirred at room temperature for 45 minutes. After addition of water, the reaction mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=100/1 (v/v)) to give the title compound as a pale yellow oil (431 mg, yield 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216999B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-b069b39d52b148699e6ca531592d637f |
| Source note | uspto-grants-2015_12 |