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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878659Generated: November 3, 2026

Ammonia → (4r)-4-(5-tert-Butyl-1,3,4-thiadiazol-2-yloxy)-1-azatricyclo[3.3.1.13,7]decane p-toluenesulfonate

https://huagongshe.com/reaction/1878659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant(4s)-4-[5-(Pyrazol-4-yl)-thiazol-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane bis (p-toluenesulfonate)HCID 86621339—
Product(4r)-4-(5-tert-Butyl-1,3,4-thiadiazol-2-yloxy)-1-azatricyclo[3.3.1.13,7]decane p-toluenesulfonateHCID 86621352—

Reaction Steps

The free base of the title compound was prepared from the product of Example 56A (929 mg, 3.02 mmol) according to Method C, and then converted to the p-toluenesulfonate salt using the procedure of Method H: 1H NMR (300 MHz, methanol-D4) δ ppm 1.42 (s, 9H) 1.99 (d, J=13.6 Hz, 2H), 2.21 (s, 1H), 2.32 (s, 2H), 2.36 (s, 3H), 2.73 (s, 2H), 3.52-3.81 (m, 6H), 5.52 (s, 1H), 7.23 (d, J=7.8 Hz, 2H), 7.70 (d, J=8.1 Hz, 2H). MS (DCI/NH3) m/z=294 (M+H)+. Anal. Calcd. for C15H23N3OS.C7H8O3S: C, 56.75; H, 6.71; N, 9.02. Found: C, 56.62; H, 6.81; N, 8.98.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314119B2
Source datasetuspto-grants-2012_11
ORD IDord-32af056080584b90b90a162eaf1b6f6d
Source noteuspto-grants-2012_11