Tri(butyl)vinylstannane → HCID 22924386, compound

HRID 1901491Notes

Reaction equation

HRID 1901491 reaction equation
Br[C:2]1[C:11]([F:12])=[C:10]([F:13])[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:28])[C:5]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:6][N:7]2[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=1[F:22].[CH2:29](C([SnH3])=C(CCCC)CCCC)[CH2:30]CC>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:22][C:16]1[CH:17]=[C:18]([F:21])[CH:19]=[CH:20][C:15]=1[N:7]1[C:8]2[C:3](=[C:2]([CH:29]=[CH2:30])[C:11]([F:12])=[C:10]([F:13])[C:9]=2[F:14])[C:4](=[O:28])[C:5]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:6]1

Participants

5

Reactant 2

HCID 21115800Tri(butyl)vinylstannaneHCID 22924401HCID 22924401, compound

Product 1

HCID 22924386HCID 22924386, compoundYield 66.3%

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent

Procedure

4.6 g of ethyl 5-bromo-1-(2,4-difluorophenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate, 4.5 g of tributylvinylstannane and 0.46 g of tetrakis(triphenylphosphine)palladium(0) are refluxed for 10 hours in 40 ml of absolute toluene under a nitrogen atmosphere. The product is filtered off with suction at room temperature, washed with water and dried. 2.7 g of the title compound are obtained (66% of theory).

Workup

  1. filtrationThe product is filtered off with suction at room temperature
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-224c638ee7d8484d973192ce27d2b4f4
Source dataset
uspto-grants-1996_11
Patent number
US05578604

Reaction notes

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