Lithium Chloride → HCID 18706529, compound

HRID 1422263Notes

Reaction equation

HRID 1422263 reaction equation
Br[C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([O:17][CH3:18])[C:6]([O:15][CH3:16])=[N:7]2.[CH2:19](C([SnH3])=C(CCCC)CCCC)[CH2:20]CC.[Cl-].[Li+]>CN(C)C=O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:16][O:15][C:6]1[C:5]([O:17][CH3:18])=[N:4][C:3]2[C:8](=[CH:9][C:10]([N+:12]([O-:14])=[O:13])=[CH:11][C:2]=2[CH:19]=[CH2:20])[N:7]=1

Participants

6

Reactant 3

HCID 433294Lithium ChlorideHCID 18706429HCID 18706429, compoundHCID 21115800Tri(butyl)vinylstannane

Product 1

HCID 18706529HCID 18706529, compound

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3.14 g (1 mmol) of 5-bromo-2,3-dimethoxy-7-nitro-quinoxaline, 6.34 g (2 mmol) of tributylvinylstannane, 1.26 g (3 mmol) of lithium chloride and 1.4 g (0.2 mmol) of bis(triphenylphosphine)-palladium(II) chloride in 20 ml of dimethylformamide is heated for 2 hours at 100° C. The mixture is cooled to room temperature and concentrated to dryness by evaporation under reduced pressure. Purification by flash chromatography using toluene as eluant yields the title compound in the form of a slightly yellowish solid.

Workup

  1. temperatureThe mixture is cooled to room temperature
  2. concentrationconcentrated to dryness by evaporation under reduced pressure
  3. customPurification by flash chromatography

Sources & evidence

ORD record
ord-1f68102ce16f4ed5acc64f32344299ca
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

Loading…