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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098442Generated: November 1, 2026

Water → HCID 59803850, compound

https://huagongshe.com/reaction/1098442

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 numberUS08143271B2
Source datasetuspto-grants-2012_03
ORD IDord-8f820b34a3984f5d8262b6475449db66
Source noteuspto-grants-2012_03