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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517684Generated: November 4, 2026

Pyridine → 6-Chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

https://huagongshe.com/reaction/1517684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantN-Ethylcarbamate 5-hydroxy-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 86602845—
SolventDichloromethaneHCID 6344—
Product6-Chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 11637065—

Reaction Steps

Pyridine (0.23 mL, 2.85 mmol) and trifluoromethanesulfonic anhydride (0.32 mL, 1.90 mmol) were added to a solution of N-ethylcarbamate-5-hydroxy-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (0.28 g, 0.95 mmol) in CH2Cl2 (10 mL), and stirred for 1.5 hours at room temperature. The reaction was diluted with CH2Cl2 (10 mL), washed with H2O (10 mL), aqueous HCl (1.0 M, 10 mL), saturated aqueous NaHCO3(10 mL), and brine (10 mL). The organic extract was dried over MgSO4 and concentrated to afford the subtitle compound, which was used without further purification. MS calculated for C16H17F3ClNO5S+H: 428, observed: 428.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232311B2
Source datasetuspto-grants-2012_07
ORD IDord-d3108c6e86af49e4a7a7837869b1151f
Source noteuspto-grants-2012_07