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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192317Generated: November 2, 2026

Diethyl Ether → (R)-1-[(5-Methyl-pyrazin-2-ylcarbamoyl)-methyl]-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide

https://huagongshe.com/reaction/2192317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-MethylpentaneHCID 7892—
ReactantHCID 58348375HCID 58348375—
Reactant2-bromo-N-(5-methylpyrazin-2-yl)acetamideHCID 59316261—
SolventAcetonitrileHCID 6342—
Product(R)-1-[(5-Methyl-pyrazin-2-ylcarbamoyl)-methyl]-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromideHCID 5331109932.2%

Reaction Steps

1-Thiophen-2-yl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 5d) (48 mg) was dissolved in acetonitrile (2 mL) and 2-bromo-N-(5-methyl-pyrazin-2-yl)-acetamide (Example 9a) (33 mg) was added. After stirring for 1 week diethyl ether (8 mL) and isohexane (5 mL) were added. The crystals were collected by filtration, washed with ethyl acetate (2×4 mL) and dried to afford the titled compound (26 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329729B2
Source datasetuspto-grants-2012_12
ORD IDord-0f7a9dd4d4264dd4bf1039cf4631148d
Source noteuspto-grants-2012_12