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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551414Generated: October 26, 2026

4-Methylmorpholine → 1,1-dimethylethyl 2,3-dihydro-2-[4-[[(2-methoxy-2-oxoethyl)amino]carbonyl]-5-propyl-1H-imidazol-2-yl]-1H-indole-1-carboxylate

https://huagongshe.com/reaction/551414

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantGlycine methyl ester hydrochlorideHCID 122755—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant1,1-dimethylethyl 2-(4-carboxy-5-propyl-1H-imidazol-2-yl)-2,3-dihydro-1H-indole-1-carboxylateHCID 21914099—
ReactantHCID 178458058HCID 178458058—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product1,1-dimethylethyl 2,3-dihydro-2-[4-[[(2-methoxy-2-oxoethyl)amino]carbonyl]-5-propyl-1H-imidazol-2-yl]-1H-indole-1-carboxylateHCID 2191412657.2%

Reaction Steps

1-Hydroxybenzotriazole hydrate (0.00158 mole) was added to a solution of compound 105 (0.00079 mole) in DCM (80 ml). Glycine methylester hydrochloride (0.00103 mole), N′-(ethylcarbonimidoyl)-N,N-dimethyl-1,3 propanediamine monohydrochloride (0.00103 mole) and 4-methylmorpholine (0.00103 mole) were added. THF (25 mm) was added. The reaction was stirred at room temperature for 3 days. The mixture was extracted with water. The organic phase was washed with saturated NaHCO3, 2N citric acid, saturated NaHCO3, dried over MgSO4, filtered, and concentrated, yielding 0.20 g of 1,1-dimethylethyl 2,3-dihydro-2-[4-[[(2-methoxy-2-oxoethyl)amino]carbonyl]-5-propyl-1H-imidazol-2-yl]-1H-indole-1-carboxylate (compound 109).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947713B2
Source datasetuspto-grants-2011_05
ORD IDord-e326daf2f11b4bb08cec2e5e66732c0a
Source noteuspto-grants-2011_05