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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971761Generated: November 3, 2026

2-(Tri-n-butylstannyl)thiophene → 9-tert-butyl-2-fluoro-3-methoxy-14-(thiophen-2-yl)-5,6,10,11,12,13-hexahydroazocino[4',3':4,5]pyrrolo[2,1-a]isoquinolin-8(9H)-one

https://huagongshe.com/reaction/1971761

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tri-n-butylstannyl)thiopheneHCID 2779373—
Reactant14-bromo-9-tert-butyl-2-fluoro-3-methoxy-5,6,10,11,12,13-hexahydroazocino[4',3':4,5]pyrrolo[2,1-a]isoquinolin-8(9H)-oneHCID 58124917—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product9-tert-butyl-2-fluoro-3-methoxy-14-(thiophen-2-yl)-5,6,10,11,12,13-hexahydroazocino[4',3':4,5]pyrrolo[2,1-a]isoquinolin-8(9H)-oneHCID 5093885375.5%

Reaction Steps

To a degassed solution of 50 mg 27b and 62.3 mg 2-(tributylstannyl)thiophene in 3 mL toluene was added 12.9 mg tetrakis(triphenylphosphine)palladium(0). The mixture was stirred at reflux for 16 h. The crude reaction mixture purified by column chromatography over silica and was then triturated with diisopropyl ethyl ether/pentane (1:1) to give 38 mg 27c as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431564B2
Source datasetuspto-grants-2013_04
ORD IDord-bfe7ab11607740eca50fdf39b8b05d61
Source noteuspto-grants-2013_04