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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718937Generated: October 30, 2026

4-Methylmorpholine → HCID 67075245, compound

https://huagongshe.com/reaction/718937

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-(2-(Benzylcarbamoyl)-1-methylhydrazinyl)acetic acidHCID 53397489—
ReactantHCID 67075209HCID 67075209—
ReactantHCID 178418300HCID 178418300—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 67075245HCID 67075245—

Reaction Steps

2-(2-(benzylcarbamoyl)-1-methylhydrazinyl)acetic acid (Compound VI-3) 115 mg (0.49 mmol) and NMM (N-methylmorpholine) 0.33 ml were added in DMF 1.5 ml. Then, HOBt (hydroxybenzotriazole) 88 mg (0.65 mmol) and EDCI (N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride) 125 mg (0.65 mmol) were added and stirred at room temperature for 10 min. Compound (S)-2-amino-N-benzyl-N—((S)-1,1-diethoxypropan-2-yl)propanamide (IV-10) 100 mg (0.32 mmol) in DCM 1.5 ml and DMAP 4.1 mg (0.03 mmol) were added. The mixture was stirred overnight at room temperature. The mixture was diluted with EA 30 ml and washed with 10% citric acid 15 ml, sat. NaHCO3 15 ml and brine 15 ml. The solvent was removed in vacuum to give crude product, which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193734B2
Source datasetuspto-grants-2015_11
ORD IDord-091fb18c13384536911b66b7044b3f91
Source noteuspto-grants-2015_11