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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878657Generated: October 31, 2026

Ammonia → (4s)-4-[5-(Pyrazol-4-yl)-1,3,4-thiadiazol-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane bis(p-toluenesulfonate)

https://huagongshe.com/reaction/1878657

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—
Reactant(4s)-4-[5-(1-Trityl-1H-pyrazol-4-yl)-1,3,4-thiadiazol-2-yloxy]-1-azatricyclo[3.3.1.13,7]decaneHCID 86621351—
Product(4s)-4-[5-(Pyrazol-4-yl)-1,3,4-thiadiazol-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane bis(p-toluenesulfonate)HCID 136406836—

Reaction Steps

The free base of the title compound was prepared from the product of Example 54A (100 mg, 0.18 mmol) according to Method L, and then converted to the p-toluenesulfonate salt using the procedure of Method H: 1H NMR (300 MHz, methanol-D4) δ ppm 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=8.1 Hz, 2H), 7.71 (d, J=8.1 Hz, 2H), 8.09 (br. s, 2H), MS (DCI/NH3) m/z=304 (M+H)+. Anal. Calcd. for C14H17N5OS.C7H8O3S: C, 53.03; H, 5.30; N, 14.73. Found: C, 52.48; H, 5.03; N, 14.46.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314119B2
Source datasetuspto-grants-2012_11
ORD IDord-11761624b81847b58d120c1406499cea
Source noteuspto-grants-2012_11