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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76356Generated: October 28, 2026

Methanol → 1-[5-(Tert-butyldimethylsilanyloxymethyl)pyridin-2-yl]cyclopropylacetamide

https://huagongshe.com/reaction/76356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
Reactant1-[5-(Tert-butyldimethylsilanyloxymethyl)pyridin-2-yl]cyclopropylamineHCID 59406983—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product1-[5-(Tert-butyldimethylsilanyloxymethyl)pyridin-2-yl]cyclopropylacetamideHCID 68431648—

Reaction Steps

1-[5-(tert-Butyldimethylsilanyloxymethyl)pyridin-2-yl]cyclopropylamine (190 mg) was dissolved in pyridine (2 ml), acetic anhydride (0.13 ml) and 4-dimethylaminopyridine (17 mg) were added, and the mixture was stirred at room temperature for 4 hr. Methanol (2 ml) was added and the mixture was stirred for about 10 min. The solvent was evaporated, and the residue was purified by column chromatography (Yamazen HI-FLASH™ COLUMN size L, elution solvent: hexane/ethyl acetate) to give the title compound (158 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835631B2
Source datasetuspto-grants-2014_09
ORD IDord-84ff4a2c61db41a8b010e17651ac0d68
Source noteuspto-grants-2014_09