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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995744Generated: October 30, 2026

Ethylmorpholine → HCID 20487949, compound

https://huagongshe.com/reaction/1995744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-Carbomethoxy-2-methylbutanoic acidHCID 13192897—
ReactantMethyl 2-azabicyclo[2.2.1]heptane-3-carboxylate hydrochlorideHCID 20487957—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 20487949HCID 2048794957.4%

Reaction Steps

A mixture of 3.83 g (0.02 m) of 3-carbomethoxy-2-azabicyclo[2.2.1]heptane hydrochloride from Example 1, 3.29 g (0.02 m) of 4-carbomethoxy-2-methylbutanoic acid, 2.3 g of N-ethylmorpholine, 5.4 g of 1-hydroxybenzotriazole, 4.13 g of dicyclohexylcarbodiimide and 60 ml of dry tetrahydrofuran was prepared with cooling and stirring, then, allowed to stir at room temperature for 18 hours. The mixture was filtered. The filtrate was evaporated to give a syrup which was dissolved in ethyl acetate and washed with 10% acetic acid/water and water. A solid separated. The ethyl acetate extract was further washed with 5% sodium bicarbonate solution and brine, then, dried and evaporated under reduced pressure to give 3.41 g (57%) of 3-carbomethoxy-2-(4-carbomethoxy-2-methylbutanoyl)-2-azabicyclo[2.2.1]heptane, mE 297.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04405787
Source datasetuspto-grants-1983_09
ORD IDord-83a1bb81f19b4c309f8086510a1c8229
Source noteuspto-grants-1983_09