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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035221Generated: October 25, 2026

Ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate → 4-(1-(5-(4-Methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)-3-methylbenzaldehyde

https://huagongshe.com/reaction/1035221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylateHCID 13407471—
Reactant1-(5-Phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonateHCID 58043099—
ReactantHCID 58043105HCID 58043105—
Product4-(1-(5-(4-Methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)-3-methylbenzaldehydeHCID 5804309538%

Reaction Steps

Using similar protocols as described in Example 53A, 53B and 53C employing ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate as starting material afforded 0.37 g (38%) of 54A as a solid. 1H NMR (500 MHz, CDCl3): δ 2.32 (s, 3H), 3.89 (s, 3H), 4.36 (d, 1H), 4.72 (dd, 1H), 4.80 (d, 1H), 5.17 (m, 2H), 6.62 (d, 1H), 7.02 (d, 2H), 7.71 (d, 1H), 7.74 (s, 1H), 8.10 (d, 2H), 9.89 (s, 1H), MS (APCI+) m/z 394 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546375B2
Source datasetuspto-grants-2013_10
ORD IDord-79a32ed1ac814a6582118a53dcc77ae9
Source noteuspto-grants-2013_10