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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059984Generated: October 30, 2026

Methyl iodide → 4'-(5-fluoro-2,3-dihydroindole-1-carbonyl)-1'-methyl-4-(2-oxo-2,3-dihydroimidazo[4,5-b]-pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1'H-[1,2']bipyridinyl-6'-one

https://huagongshe.com/reaction/2059984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant4'-(5-fluoro-2,3-dihydroindole-1-carbonyl)-4-(2-oxo-2,3-dihydroimidazo[4,5-b]pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1'H-[1,2']bipyridinyl-6'-oneHCID 42613380—
SolventDimethyl SulfoxideHCID 679—
Product4'-(5-fluoro-2,3-dihydroindole-1-carbonyl)-1'-methyl-4-(2-oxo-2,3-dihydroimidazo[4,5-b]-pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1'H-[1,2']bipyridinyl-6'-oneHCID 42613381—

Reaction Steps

50 mg (0.11 mmol) of 4′-(5-fluoro-2,3-dihydroindole-1-carbonyl)-4-(2-oxo-2,3-dihydroimidazo[4,5-b]pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1′H-[1,2′]bipyridinyl-6′-one were placed in 0.50 mL DMSO at RT. To this were added 88 mg (0.27 mmol) caesium carbonate and the mixture was stirred for 15 min. Then a solution of 6.5 μL (0.11 mmol) methyl iodide in DMSO was added and the mixture was stirred for 2 h at RT. More methyl iodide was added (3.3 μL, 0.055 mmol) and the mixture was stirred for a further 2 h at RT. The reaction mixture was purified by preparative HPLC. The fractions containing the product were combined and lyophilised.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278336B2
Source datasetuspto-grants-2012_10
ORD IDord-9129089339894562b1fc97775357f95d
Source noteuspto-grants-2012_10