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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746128Generated: October 25, 2026

4-Isopropoxybenzaldehyde → 3-(Pyridin-3-yloxy)-4,5-dihydroisoxazole

https://huagongshe.com/reaction/1746128

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-IsopropoxybenzaldehydeHCID 250077—
ReactantMethyl 5-hydroxypyridine-2-carboxylateHCID 4715126—
Reactant3-Bromo-4,5-dihydroisoxazoleHCID 21983498—
Product3-(Pyridin-3-yloxy)-4,5-dihydroisoxazoleHCID 66818532—

Reaction Steps

3-(pyridin-3-yloxy)-4,5-dihydroisoxazole I-140a and I-140b were prepared in 4 steps from 4-iso-propoxybenzaldehyde using Method 8 followed by cycloaddition using Method 1. The resulting bromo-4,5-dihydroisoxazole was reacted with 5-hydroxypicolinic acid methyl ester using Method 5 followed by hydrolysis using the analogous conditions as in Example 94 These compounds can be separated using chiral HPLC methods known in the art. For example, see chiral HPLC Method disclosed herein. [M+H]+=343.5 m/z. Activity: A

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09149465B2
Source datasetuspto-grants-2015_10
ORD IDord-e55a97af0e9c4f0980b918edead596e2
Source noteuspto-grants-2015_10