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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261082Generated: November 1, 2026

Water → HCID 59803850, compound

https://huagongshe.com/reaction/1261082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantTriisopropylsilyl chlorideHCID 139400—
ReactantHCID 58086022HCID 58086022—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59803850HCID 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 18, Scheme 33) 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 (602, 0.70 g, 86.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470818B2
Source datasetuspto-grants-2013_06
ORD IDord-1c4b953aaece4845a67c21e85436c07f
Source noteuspto-grants-2013_06