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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359355Generated: October 31, 2026

Ammonia → HCID 59077818, compound

https://huagongshe.com/reaction/1359355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriethylamineHCID 8471—
Reactant(3R)-3-ethynyl-1-azabicyclo[2.2.2]octan-3-olHCID 946095—
ReactantHCID 69759985HCID 69759985—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
ProductHCID 59077818HCID 5907781866.6%

Reaction Steps

A mixture of 5.12 g of 2-benzyl-6-[(3R,4R)-3,4-ethylenedioxypyrrolidine-1-yl]-3-iodopyridine, 1.83 g of (3R)-3-ethynyl-3-quinuclidinol, 140 mg of tetrakis(triphenylphosphine)palladium(0), 115 mg of cuprous iodide, 3.4 ml of triethylamine and 12 ml of methanol was stirred at room temperature overnight in a nitrogen atmosphere. The reaction solution was poured into aqueous dilute ammonia, and the mixture was extracted with ethyl acetate/tetrahydrofuran (1:1). Then, the organic phase was washed with brine and the solvent was removed. The residue was crystallized from tetrahydrofuran/methanol/ethyl acetate, to give 3.59 g of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-be8a957cd03d48f0a77eb7dbe95183ce
Source noteuspto-grants-2003_07