2-(Tributylstannyl)pyridine → HCID 59631295, compound

HRID 1431472Notes

Reaction equation

HRID 1431472 reaction equation
Cl[C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[C:9]2[C:4](=[C:5]([Cl:16])[C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=1.C([Sn](CCCC)(CCCC)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1)CCC>C1(C)C=CC=CC=1>[Cl:13][C:10]1[C:9]2[C:4](=[C:5]([Cl:16])[C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=[C:2]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[C:11]=1[CH3:12]

Participants

4

Reactant 2

HCID 6077842-(Tributylstannyl)pyridineHCID 59631029HCID 59631029, compound

Product 1

HCID 59631295HCID 59631295, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The Stille coupled product was prepared according to Procedure E using 2,4,8-trichloro-5,7-difluoro-3-methylquinoline (0.3 g, 1.06 mmol), 2-(tributylstannyl)-pyridine (0.410 g, 1.12 mmol), palladium tetrakistriphenylphosphine (0.123 g, 0.106 mmol) in toluene (2 mL) to give 4,8-dichloro-5,7-difluoro-3-methyl-2-(pyridin-2-yl)quinoline as a tan solid. Mass Spectrum (ESI) m/e=325.0 (M+1).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-54a3f7317ef24cdeb8ebf449c8c2c533
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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