Azetidine → 2-(Azetidin-1-yl)7-bromo-4-methoxybenzooxazole

HRID 2186448Notes

Reaction equation

HRID 2186448 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[CH2:18][CH2:17][CH2:16]1>>[N:15]1([C:8]2[O:9][C:10]3[C:2]([Br:1])=[CH:3][CH:4]=[C:5]([O:13][CH3:14])[C:6]=3[N:7]=2)[CH2:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 10422AzetidineHCID 224566517-Bromo-4-methoxy-2-methylsulfanylbenzooxazole

Product 1

HCID 224566552-(Azetidin-1-yl)7-bromo-4-methoxybenzooxazoleYield 59.5%

Procedure

Starting from 7-bromo-4-methoxy-2-methylsulfanylbenzooxazole (4.8 g) and azetidine (1.0 g). Purification by chromatography on silica eluting with 50% ethyl acetate in heptane afforded the title compound as a pink solid (2.95 g).

Workup

  1. customPurification by chromatography on silica eluting with 50% ethyl acetate in heptane

Sources & evidence

ORD record
ord-e0f7a3c9d3d94720bae8ae7923006e2e
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

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