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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809079Generated: October 30, 2026

Water → (5-Ethyl-thiophen-3-yl)-(1,3,3-trimethyl-6-aza-bicyclo[3.2.1]oct-6-yl)-methanone

https://huagongshe.com/reaction/1809079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,3,3-Trimethyl-6-azabicyclo(3.2.1)octaneHCID 103787—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-Ethylthiophene-3-carboxylic acidHCID 3561548—
SolventDichloromethaneHCID 6344—
Product(5-Ethyl-thiophen-3-yl)-(1,3,3-trimethyl-6-aza-bicyclo[3.2.1]oct-6-yl)-methanoneHCID 5954259861.6%

Reaction Steps

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.06 g; 1.2 eq) was added to a solution of 5-ethyl-thiophene-3-carboxylic acid (0.04 g; 1 eq.) in DCM (1 mL/100 mg of starting material). This mixture was stirred at room temperature for 5 minutes, then 1,3,3-trimethyl-6-aza-bicyclo[3.2.1]octane (0.043 g; 1.1 eq.) added and the mixture allowed to stir for 18 hours. Water (1 mL/100 mg of starting material) was then added and the organic layer separated, dried and evaporated to give the crude product which was purified by column chromatography (EtOAc/iso-hexane) to give the title compound (0.046 g). LCMS m/z 292 [M+H]+ RT=4.28 min (Analytical Method 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362008B2
Source datasetuspto-grants-2013_01
ORD IDord-53f1d381fba942b98c43c274bef4b150
Source noteuspto-grants-2013_01