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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080416Generated: October 26, 2026

Methyl(2-(morpholin-4-yl)ethyl)amine → 6-Methoxy-N-methyl-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine

https://huagongshe.com/reaction/1080416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl(2-(morpholin-4-yl)ethyl)amineHCID 14979282—
Reactant3-Chloro-6-methoxy-1,2-benzoxazoleHCID 15816924—
Product6-Methoxy-N-methyl-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amineHCID 1581692549.4%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a sealed tube was added 3-chloro-6-methoxy-1,2-benzisoxazole (6.0 g) and N-methyl-N-[2-(4-morpholinyl)ethyl]-amine (13.8 g). The reaction was heated to 140° C. over 48 hours and then cooled to room temperature. The residue was partitioned between ethyl acetate (EtOAc) and water, extracted again with EtOAc, and the organic phase was dried over magnesium sulfate (MgSO4) and concentrated in vacuo. Flash column chromatography (silica gel) eluting with 1% methanol/dichloromethane (MeOH/DCM) provided the product (4.7 g), m.p. 43°-44° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05580982
Source datasetuspto-grants-1996_12
ORD IDord-b98a351c8e744142b1d7659cbb3c51a8
Source noteuspto-grants-1996_12