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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035201Generated: October 29, 2026

Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate → (3-(3-Fluoro-4-(pyrrolidin-1-ylmethyl)phenoxy)azetidin-1-yl)(5-phenyl-1,3,4-oxadiazol-2-yl)methanone

https://huagongshe.com/reaction/1035201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-phenyl-1,3,4-oxadiazole-2-carboxylateHCID 651752—
Reactant1-(4-(Azetidin-3-yloxy)-2-fluorobenzyl)pyrrolidineHCID 66653359—
Product(3-(3-Fluoro-4-(pyrrolidin-1-ylmethyl)phenoxy)azetidin-1-yl)(5-phenyl-1,3,4-oxadiazol-2-yl)methanoneHCID 5659812571%

Reaction Steps

Using a similar protocol as described in Example 16 employing 31C (0.11 g, 0.44 mmol) and ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate (0.10 g, 0.48 mmol) as starting materials afforded 130 mg (71%) of 31 as a solid. 1H NMR (500 MHz, CDCl3): δ 1.80 (s, 4H), 2.50 (s, 4H), 3.65 (s, 2H), 4.30 (m, 1H), 4.65 (m, 1H), 4.75 (m, 1H), 5.05 (m, 1H), 5.15 (m, 1H), 6.50 (m, 2H), 7.30 (t, 1H), 7.55 (m, 3H), 8.20 (d, 2H), MS (APCI+) m/z 423 [M+H]+, LC purity: 95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546375B2
Source datasetuspto-grants-2013_10
ORD IDord-051fccbe00b749e580e475d2ae75b1f3
Source noteuspto-grants-2013_10