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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74610Generated: October 30, 2026

Sodium Iodide → 3-[2'-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-5'-iodo-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl]-7-methoxy-1,3,4,5-tetrahydro-benzo[d][1,3]-diazepin-2-one

https://huagongshe.com/reaction/74610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDimethylformamideHCID 6228—
Reactant3-[5'-bromo-2'-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl]-7-methoxy-1,3,4,5-tetrahydro-benzo[d][1,3]-diazepin-2-oneHCID 58386636—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product3-[2'-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-5'-iodo-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-yl]-7-methoxy-1,3,4,5-tetrahydro-benzo[d][1,3]-diazepin-2-oneHCID 58386760—

Reaction Conditions

Temperature110 °C

Reaction Steps

Under a nitrogen atmosphere 91 mg (0.61 mmol) sodium-iodide, 6 mg (0.03 mmol) copper iodide and 0.09 mL (0.01 mmol) N,N-dimethylene-ethylene-diamine were added to 0.18 g (0.30 mmol) 3-[5′-bromo-2′-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-4-yl]-7-methoxy-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one in 1.0 mL 1,4-dioxane and the mixture was stirred overnight at 110° C. Then an additional 0.3 mL DMF was added and the reaction mixture was stirred for a further 10 days at 110° C. After being diluted with water the precipitate formed was suction filtered and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829006B2
Source datasetuspto-grants-2014_09
ORD IDord-7ae36b8265044f15b31fdb65330fa012
Source noteuspto-grants-2014_09