HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59803850, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Triisopropylsilyl chloride | HCID 139400 | — |
| Reactant | HCID 58086022 | HCID 58086022 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59803850 | HCID 59803850 | — |
Reaction Steps
To 3-(4-benzyloxy-2,5-difluoro-benzyl)-1H-pyrrolo[2,3-b]pyridine (P-1901, 560.0 mg, 1.60 mmol, prepared as described in Example 17) in tetrahydrofuran (28.0 mL) was added sodium hydride (100.0 mg, 60% in mineral oil, 2.50 mmol). After 10 minutes, triisopropylsilyl chloride (0.500 mL, 2.36 mmol) was added to the reaction. After 4 hours, the reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 30% ethyl acetate in hexane to give the compound (49, 0.70 g, 86.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07872018B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-2d2cb0c5b19b4bc099d05a0fca1ff981 |
| Source note | uspto-grants-2011_01 |