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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872011Generated: October 28, 2026

Water → HCID 59494554, compound

https://huagongshe.com/reaction/872011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 59494840HCID 59494840—
SolventDimethylformamideHCID 6228—
ProductHCID 59494554HCID 59494554—

Reaction Steps

Potassium carbonate (54 mg) and methyl iodide (24 μL) were added to a solution of tert-butyl(2R)-2-({cyclopropyl[3-hydroxy-5-(3-methoxypropoxy)benzyl]amino}carbonyl)morpholin-4-carboxylate (a compound obtained in Reference Example 12, 120 mg) in N,N-dimethylformamide (6 ml) and the mixture was stirred at room temperature for 2 hours. Water was added to the mixture under ice-cooling and it was extracted with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over sodium sulfate and concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=2/1) to give tert-butyl(2R)-2-({cyclopropyl[3-methoxy-5-(3-methoxypropoxy)benzyl]amino}carbonyl)morpholin-4-carboxylate (88 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975252B2
Source datasetuspto-grants-2015_03
ORD IDord-212c7f27f012481cb04f99025fb21a0b
Source noteuspto-grants-2015_03