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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623413Generated: October 30, 2026

Hydrochloric Acid → HCID 178482137, compound

https://huagongshe.com/reaction/1623413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantBenzyl succinimido carbonateHCID 83172—
ReactantHCID 178451957HCID 178451957—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 178482137HCID 17848213778%

Reaction Steps

A mixture of (R)-tert-butyl 3-((2′-(trans-4-aminocyclohexylamino)-5′-chloro-2,4′-bipyridin-6-yl-amino)methyl)piperidine-1-carboxylate (36 mg, 0.070 mmol), DCM (1.2 ml), TEA (0.019 ml, 0.140 mmol) and benzyl 2,5-dioxopyrrolidin-1-yl carbonate (26.1 mg, 0.105 mmol) was stirred at ambient temperature for 2 hours and the reaction progress was followed by LCMS. To this crude reaction mixture was added 25 ml of ethyl acetate, washed with 2M sodium carbonate, water (2×) and saturated salt solution (1×), dried with sodium sulfate, filtered, concentrated to crude intermediate. To the crude intermediate was added 4M HCl in Dioxane (2 ml, 8.00 mmol) and stirred at ambient temperature for 1 hour. The crude reaction mixture was concentrated to constant mass, dissolved in 1 ml of DMSO and purified by prep LC. After lypohilization, 15 mg of the title compound, was obtained as a TFA salt. LCMS (m/z): 549.4 (MH+), retention time=0.67 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778951B2
Source datasetuspto-grants-2014_07
ORD IDord-9b025b9606614f9c9aaac4a8cd3f9855
Source noteuspto-grants-2014_07