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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40526Generated: October 26, 2026

Sodium hydride → (S)-N-(1-{4-[3-(2-Cyclopropylmethoxy-pyridin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

https://huagongshe.com/reaction/40526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant(S)-N-(1-{4-[3-(2-Fluoro-pyridin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamideHCID 86689013—
Solvent1,4-DioxaneHCID 31275—
Product(S)-N-(1-{4-[3-(2-Cyclopropylmethoxy-pyridin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamideHCID 86689027—

Reaction Conditions

Temperature130 °C

Reaction Steps

To 55 mg (0.17 mmol) (S)—N-(1-{4-[3-(2-Fluoro-pyridin-4-yloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide (XI.1) in 5 mL 1,4-dioxane is added 0.14 mL (1.73 mmol) cyclopropanemethanol. 38 mg (0.95 mmol, 60% suspension in mineral oil) NaH is added and the mixture is stirred for 15 h at 130° C. After concentration in vacuo the residue is purified by chormotography (silica, ethylacetate) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530461B2
Source datasetuspto-grants-2013_09
ORD IDord-a056d0b03c8f4f7e94bd433ec3b60523
Source noteuspto-grants-2013_09