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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546290Generated: November 1, 2026

Triethylamine → N-Ethylcarbamate 6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

https://huagongshe.com/reaction/546290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
ReactantN-Ethylcarbamate 5-hydroxy-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 86602845—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethyl SulfoxideHCID 679—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductN-Ethylcarbamate 6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 8660284635%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of N-ethylcarbamate-5-hydroxy-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole, o-trifluoromethanesulfonate (60 mg, 0.14 mmol), palladium(II) acetate (6 mg, 0.028 mmol) and 1,3-bis(diphenylphosphino) propane (12 mg, 0.035 mmol) in MeOH (0.5 mL) and DMSO (0.5 mL) was added Et3N (0.2 mL, 1.4 mmol). The resulting mixture was stirred for 2 hours at 80° C. then cooled to room temperature. The reaction mixture was diluted with EtOAc (5 mL) and then washed with H2O (2 mL). The organic extract was dried over MgSO4 and concentrated to afford 15 mg (35% yield) of the subtitle compound, which was used without further purification. MS calculated for C15H18ClNO2+H: 280, observed: 280.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935830B2
Source datasetuspto-grants-2011_05
ORD IDord-9f4b224bbc4a4d959a9abd431fadaba7
Source noteuspto-grants-2011_05