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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639511Generated: November 3, 2026

Ethyl 5-(4-(difluoromethoxy)phenyl)-1,3,4-oxadiazole-2-carboxylate → (3-(4-(2-Oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-(difluoromethoxy)phenyl)-1,3,4-oxadiazol-2-yl)methanone

https://huagongshe.com/reaction/1639511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-(4-(difluoromethoxy)phenyl)-1,3,4-oxadiazole-2-carboxylateHCID 58043152—
Reactant6-(4-(Azetidin-3-yloxy)benzyl)-2-oxa-6-azaspiro[3.3]heptaneHCID 59563503—
Product(3-(4-(2-Oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-(difluoromethoxy)phenyl)-1,3,4-oxadiazol-2-yl)methanoneHCID 4980184168.6%

Reaction Steps

Using a similar protocol as described in Example 6 but employing 7A (60 mg, 0.21 mmol) and 3B (50 mg, 0.19 mmol) as starting materials afforded 65 mg (68%) of 7 as a solid. 1H NMR (500 MHz, CDCl3): δ 3.0-4.2 (m, 6H), 4.34 (m, 1H), 4.66 (m, 1H), 4.76 (m, 5H), 5.10 (m, 2H), 6.62 (t, 1H), 6.76 (m, 2H), 7.27 (m, 4H), 8.18 (d, 2H), MS (APCI+) m/z 499 [M+H]+, LC purity: 96%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110566B2
Source datasetuspto-grants-2012_02
ORD IDord-5dc98127805b4843b7c9b7cfbe9a0af5
Source noteuspto-grants-2012_02