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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278787Generated: October 30, 2026

Ammonia → Ammonia

https://huagongshe.com/reaction/2278787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant(S)-5-(2-cyclopentyl-6-methoxypyridin-4-yl)-3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazoleHCID 86702019—
SolventMethanolHCID 887—
ProductAmmoniaHCID 222—
Product(S)-1-amino-3-(4-(5-(2-cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)propan-2-olHCID 70558998—

Reaction Steps

A solution of (S)-5-(2-cyclopentyl-6-methoxypyridin-4-yl)-3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazole (350 mg, 0.804 mmol) in 7 N NH3 in methanol (15 mL) is stirred at 45° C. for 18 h. The solvent is evaporated and the crude product is purified by CC on silica gel eluting with DCM:7 N NH3 in methanol 94:6 to give (S)-1-amino-3-(4-(5-(2-cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)propan-2-ol (256 mg) as a pale yellow solid; LC-MS: tR=0.83 min, [M+H]+=453.22.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133179B2
Source datasetuspto-grants-2015_09
ORD IDord-dfaeffc775c044c88fbe29b450c73850
Source noteuspto-grants-2015_09