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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809623Generated: October 29, 2026

Hydrochloric Acid → HCID 67487736, compound

https://huagongshe.com/reaction/1809623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantHCID 67487214HCID 67487214—
SolventDichloromethaneHCID 6344—
ProductHCID 67487736HCID 6748773682.4%

Reaction Steps

3-(8-azabicyclo[3.2.1]octan-3-yl)-N-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-yl)-1,2,4-thiadiazol-5-amine (100 mg, 0.199 mmol) was dissolved in CH2Cl2 (3 mL) and triethylamine (41.5 μL, 0.298 mmol) and acetic anhydride (22.5 μL, 0.238 mmol) were added and the reaction stirred for 5 minutes. The reaction was partitioned between saturated aqueous NaHCO3 and CH2Cl2, dried over sodium sulfate, filtered, concentrated and purified on silica gel (10% methanol in EtOAc) to afford 1-(3-(5-(3-(2-methylpyridin-3-yloxy)-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)-8-azabicyclo[3.2.1]octan-8-yl)ethanone hydrochloride (95.2 mg, 0.164 mmol, 82.4% yield) as a solid after HCl salt formation. Mass spectrum (apci) m/z=546.0 (M+H—HCl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362037B2
Source datasetuspto-grants-2013_01
ORD IDord-c6759183c9c94bd7959e0eb14d4a15d4
Source noteuspto-grants-2013_01