Morpholine → 7-Bromo-4-methoxy-2-(morpholin-4-yl)-benzooxazole

HRID 2186446Notes

Reaction equation

HRID 2186446 reaction equation
[Br:1][C:2]1[C:10]2[O:9][C:8](SC)=[N:7][C:6]=2[C:5]([O:13][CH3:14])=[CH:4][CH:3]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>>[Br:1][C:2]1[C:10]2[O:9][C:8]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[N:7][C:6]=2[C:5]([O:13][CH3:14])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 224566517-Bromo-4-methoxy-2-methylsulfanylbenzooxazole

Product 1

HCID 224566577-Bromo-4-methoxy-2-(morpholin-4-yl)-benzooxazole

Conditions

Temperature
80 °C

Procedure

A mixture of 7-bromo-4-methoxy-2-methylsulfanylbenzooxazole (10.0 g) and morpholine (6.6 ml) were heated at 80° C. for 18 hours. Purification by chromatography on silica eluting with 20-100% ethyl acetate in heptane afforded the title compound as an off-white solid (11.6 g).

Workup

  1. customPurification by chromatography on silica eluting with 20-100% ethyl acetate in heptane

Sources & evidence

ORD record
ord-dbf4b158d40c4f529ad1063a144de0d7
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

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