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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253452Generated: October 29, 2026

Triacetoxyperiodinane → [3-benzyloxy-2-cyclopropylmethoxy-phenyl]-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone

https://huagongshe.com/reaction/253452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant[3-benzyloxy-2-cyclopropylmethoxy-phenyl]-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanolHCID 59803823—
SolventTetrahydrofuranHCID 8028—
Product[3-benzyloxy-2-cyclopropylmethoxy-phenyl]-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanoneHCID 5980389593.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of [3-benzyloxy-2-cyclopropylmethoxy-phenyl]-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol (131, 0.99 g, 2.28 mmol) in tetrahydrofuran (120 mL), Dess-Martin periodinane (2.4 g, 5.69 mmol) was added at 0° C. The reaction mixture was stirred at 0° C. for 50 minutes. The reaction was quenched with a saturated solution of sodium thiosulfate, extracted with ethyl acetate, washed with sodium bicarbonate, brine, and dried over magnesium sulfate. After removal of solvent, the residue was dried over vacuum to provide the compound as a yellow solid (132, 0.92 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872018B2
Source datasetuspto-grants-2011_01
ORD IDord-98da83649c104f92bc4e8c7dc16bece0
Source noteuspto-grants-2011_01