Potassium Carbonate → HCID 68288280, compound

HRID 1618901Notes

Reaction equation

HRID 1618901 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([OH:12])=[CH:7]2.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16](F)[C:15]=1[I:21].C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([O:12][C:16]1[CH:17]=[CH:18][CH:19]=[C:14]([F:13])[C:15]=1[I:21])=[CH:7]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27827381,3-Difluoro-2-iodobenzeneHCID 682880678-fluoroquinolin-3-ol

Product 1

HCID 68288280HCID 68288280, compoundYield 22.1%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

16 ml of N-methylpyrrolidone was added to 1.06 g of 8-fluoro-3-hydroxyquinoline, 1.94 g of 2,6-difluoroiodobenzene, and 1.7 g of potassium carbonate, and the mixture was stirred for 24 hours at 130° C. The reaction solution was purified by silica gel column chromatography, and 0.55 g of 8-fluoro-3-(3-fluoro-2-iodophenoxy)-quinoline was obtained.

Workup

  1. customThe reaction solution was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-2fae9f307b6a449c9c0aa0b82ab1033c
Source dataset
uspto-grants-2014_07
Patent number
US08772200B2

Reaction notes

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