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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035246Generated: October 31, 2026

4-Hydroxy-3-methylbenzaldehyde → 3-Methyl-4-(1-(5-Phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehyde

https://huagongshe.com/reaction/1035246

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxy-3-methylbenzaldehydeHCID 139901—
Reactant1-(5-Phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonateHCID 58043099—
Product3-Methyl-4-(1-(5-Phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehydeHCID 5804309128%

Reaction Steps

Using a similar protocol as described in Example 71A employing 53B and 4-hydroxy-3-methylbenzaldehyde as starting materials afforded 0.8 g (28%) of 74A as a solid. 1H NMR (500 MHz, CDCl3): δ 2.33 (s, 3H), 4.40 (m, 1H), 4.71 (m, 1H), 4.82 (m, 1H), 5.19 (m, 2H), 6.61 (s, 1H), 7.54 (t, 2H), 7.60 (t, 1H), 7.73 (d, 1H), 7.75 (s, 1H), 8.18 (d, 2H), 9.89 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546375B2
Source datasetuspto-grants-2013_10
ORD IDord-3207763b1e824c939bfb8374862e598f
Source noteuspto-grants-2013_10