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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804566Generated: October 26, 2026

Water → [2-(3-Ethyl-[1,2,4]oxadiazol-5-yl)-ethyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1804566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-(((tert-butoxy)carbonyl)amino)propanoateHCID 11687095—
ReactantHCID 178458070HCID 178458070—
SolventDimethylformamideHCID 6228—
Product[2-(3-Ethyl-[1,2,4]oxadiazol-5-yl)-ethyl]-carbamic acid tert-butyl esterHCID 57637085—

Reaction Conditions

Temperature50 °C

Reaction Steps

2.00 g (22.70 mmol) N-hydroxy-propionamidine are placed in 10 ml dimethylformamide and molecular sieve. 0.999 g (24.97 mmol) sodium hydride (60% in mineral oil) are added. The mixture is stirred for 0.1 hours at 50° C., then 5.00 g (24.60 mmol) methyl3-tert-butoxycarbonylamino-propionate in 20 ml dimethylformamide are added. The reaction mixture is stirred for 3 hours at 50° C. After cooling 15 ml of water are added, and the mixture is suction filtered through Celite. The 2 phases of the filtrate are separated and the organic phase is evaporated down. The residue is purified by chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354418B2
Source datasetuspto-grants-2013_01
ORD IDord-7029a097082f469d869a5b6c897b7f40
Source noteuspto-grants-2013_01