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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253390Generated: October 30, 2026

Water → HCID 59803850, compound

https://huagongshe.com/reaction/253390

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 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872018B2
Source datasetuspto-grants-2011_01
ORD IDord-2d2cb0c5b19b4bc099d05a0fca1ff981
Source noteuspto-grants-2011_01