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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639515Generated: November 3, 2026

3-Chloro-4-hydroxybenzaldehyde → 3-Chloro-4-(1-(5-phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehyde

https://huagongshe.com/reaction/1639515

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-hydroxybenzaldehydeHCID 17022—
Reactant1-(5-Phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonateHCID 58043099—
Product3-Chloro-4-(1-(5-phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehydeHCID 5804312834.5%

Reaction Steps

Using a similar protocol as described in Example 9A but employing 1C (500 mg, 1.55 mmol) and 3-chloro-4-hydroxybenzaldehyde (250 mg, 1.60 mmol) as starting materials gave 205 mg (34%) of 10A as a solid. 1H NMR (500 MHz, CD3OD): δ 4.33 (m, 1H), 4.6-4.9 (m, 2H), 5.23 (m, 1H), 5.36 (m, 1H), 7.07 (d, 1H), 7.5-7.7 (m, 3H), 7.8-9.0 (m, 4H), 9.86 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110566B2
Source datasetuspto-grants-2012_02
ORD IDord-67bd81fccddf4102abdd6392dacbbe27
Source noteuspto-grants-2012_02