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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497968Generated: October 30, 2026

Potassium Hydroxide → 10-methyl-7-(2-(6-(trifluoromethyl) pyridin-3-yl)ethyl)-2,3,5,6,7,11c-hexahydro-1H-pyrido[3',2':4,5]pyrrolo[2,3-g]indolizine

https://huagongshe.com/reaction/1497968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant5-Ethenyl-2-(trifluoromethyl)pyridineHCID 57416848—
Reactant9-methyl-2,3,4,5,6,10c-hexahydro-1H-3a,6,7-triaza-cyclopenta[c]fluoreneHCID 67434681—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product10-methyl-7-(2-(6-(trifluoromethyl) pyridin-3-yl)ethyl)-2,3,5,6,7,11c-hexahydro-1H-pyrido[3',2':4,5]pyrrolo[2,3-g]indolizineHCID 67433598—

Reaction Steps

A solution of 10-methyl-2,3,5,6,7,11c-hexahydro-1H-pyrido[3′,2′:4,5]pyrrolo[2,3-g]indolizine (80 mg, 0.352 mmol) and powdered KOH (138 mg, 2.46 mmol) in NMP (2 mL) was stirred at RT for 5 min. 2-(Trifluoromethyl)-5-vinylpyridine (122 mg, 0.704 mmol) was added into the reaction mixture and stirring continued for 16 h. The reaction mixture was diluted with water and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue obtained was purified by silica gel flash chromatography to yield 10-methyl-7-(2-(6-(trifluoromethyl)pyridin-3-yl)ethyl)-2,3,5,6,7,11c-hexahydro-1H-pyrido[3′,2′:4,5]pyrrolo[2,3-g]indolizine;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199996B2
Source datasetuspto-grants-2015_12
ORD IDord-46df72880b864359b62806489320db67
Source noteuspto-grants-2015_12