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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633447Generated: October 30, 2026

p-Toluenesulfonic acid monohydrate → HCID 86704537, compound

https://huagongshe.com/reaction/633447

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant(7R,8aS)-N-(2-chloro-5-fluoropyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine hydrochlorideHCID 86704489—
ReactantHCID 86704538HCID 86704538—
SolventIsopropanolHCID 3776—
ProductHCID 86704537HCID 8670453759.9%

Reaction Steps

The general displacement procedure described herein was used with 4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)-3-methylaniline (563 mg, 2.0 mmol), (7R,8aS)-N-(2-chloro-5-fluoropyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine hydrochloride (478 mg, 1.4 mmol) and pTsOH.H2O (544 mg, 2.9 mmol) in IPA (10 mL) at reflux to give the product (360 mg, 59% yield) as a solid, after workup and purification by column chromatography on silica gel using DCM/2M NH3 in MeOH (1:0 to 9:1) as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321763B2
Source datasetuspto-grants-2016_04
ORD IDord-7049c15a194641919241d1767b602d67
Source noteuspto-grants-2016_04