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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093155Generated: October 31, 2026

Benzylamine → HCID 75080606, compound

https://huagongshe.com/reaction/1093155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant1,5-HexadieneHCID 11598—
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant8-Oxa-3-azabicyclo[3.2.1]octaneHCID 12069231—
ReactantHCID 44549632HCID 44549632—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
ProductHCID 75080606HCID 75080606—

Reaction Steps

To a solution of 1 mmol 1-(1-benzyl-piperidin-4-yl)-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine dissolved in EtOH (10 mL) was added 1 mmol 8-oxa-3-aza-bicyclo[3.2.1]octane, (Newth, F. H. and Wiggins, L. F. Journal of the Chemical Society. 1948, pages 155-158) prepared from 1,5-hexadiene by the four-step process of RuCl3-catalyzed NaIO4 oxidation, conversion to the bis tosylate, cyclization with benzyl amine, and deprotection with 1-chloroethyl chloroformate followed by methanol (Scheme 46). The reaction was stirred for 18 h. The solvents were evaporated and the reminder was triturated with diethyl ether/hexane. The solid was filtered off and washed with hexane. Drying on the fritted funnel provided a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129371B2
Source datasetuspto-grants-2012_03
ORD IDord-514ecf337bb54565843a903169077bcb
Source noteuspto-grants-2012_03