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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179621Generated: October 29, 2026

Sodium Carbonate → HCID 67314186, compound

https://huagongshe.com/reaction/2179621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium AcetateHCID 517044—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant267880-78-4HCID 18421622—
ReactantN-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-bromo-1-benzothiophene-2-carboxamide hydrochlorideHCID 66904832—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
ProductHCID 67314186HCID 67314186—

Reaction Steps

123.4 mg (0.49 mmol) of 6-(4-bromophenyl)-2-piperidinone, 142.2 mg (0.56 mmol) of bis(pinacolato)diboron, 146.6 mg (1.49 mmol) of potassium acetate, 13.7 mg (0.02 mmol) of PdCl2(dppf), 150 mg (0.37 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-bromo-1-benzothiophene-2-carboxamide hydrochloride (Example 8A), 0.93 ml of 2 M sodium carbonate solution and a further 13.7 mg (0.02 mmol) of PdCl2(dppf) in 2 ml of DMF are reacted by general method D. Drying under high vacuum results in 7.3 mg (4% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067931B2
Source datasetuspto-grants-2015_06
ORD IDord-b60c2a9ee3624ddc8fa6a6b6c48ceb75
Source noteuspto-grants-2015_06