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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487628Generated: October 31, 2026

Cyclopropanol → 6-(2-Chloro-4-cyclopropoxy-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbenzo[d]oxazole

https://huagongshe.com/reaction/1487628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanolHCID 123361—
ReactantSodium t-butoxideHCID 23676156—
Reactant6-(2,4-Dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbenzo[d]oxazoleHCID 86726419—
Solvent1,4-DioxaneHCID 31275—
Product6-(2-Chloro-4-cyclopropoxy-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbenzo[d]oxazoleHCID 8672645680%

Reaction Conditions

Temperature25 °C

Reaction Steps

6-(2,4-Dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbenzo[d]oxazole (1 equiv), cyclopropanol (2 equiv), sodium tert-butoxide (2 equiv), 1,4-dioxane (0.03 M) were combined and stirred at 25° C. The reaction mixture was loaded directly onto a silica gel column and purified using flash chromatography (0-50% ethyl acetate in hexane) column, to give the title compound (80% yield) as clear oil. MS (ESI) m/z 471.5 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428509B2
Source datasetuspto-grants-2016_08
ORD IDord-eac945feb5cd4da0b4a6cbd11a08fa06
Source noteuspto-grants-2016_08