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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965000Generated: November 1, 2026

Water → HCID 58086595, compound

https://huagongshe.com/reaction/1965000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantTriisopropylsilyl chlorideHCID 139400—
ReactantHCID 58087154HCID 58087154—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58086595HCID 58086595—

Reaction Steps

To 3-(3-Benzyloxy-2,6-difluoro-benzyl)-5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridine (P-1455, 700.0 mg, 1.64 mmol, prepared as described in Example 24, Scheme 43a) in tetrahydrofuran (40.0 mL) was added sodium hydride (60% in mineral oil, 100.0 mg, 2.5 mmol). After 10 minutes, triisopropylsilyl chloride (0.60 mL, 0.0028 mol) was added to the reaction. The reaction was stirred at room temperature for 2 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 20% ethyl acetate in hexane to eive the compound as colorless oil (548, 0.85 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415469B2
Source datasetuspto-grants-2013_04
ORD IDord-94822e46fd424037a956e8642919aa67
Source noteuspto-grants-2013_04