2-(Tributylstannyl)pyridine → HCID 59631307, compound

HRID 1431464Notes

Reaction equation

HRID 1431464 reaction equation
Cl[C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[C:9]2[C:4](=[C:5]([Cl:15])[C:6]([F:14])=[CH:7][CH:8]=2)[N:3]=1.C([Sn](CCCC)(CCCC)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)CCC>C1(C)C=CC=CC=1>[Cl:13][C:10]1[C:9]2[C:4](=[C:5]([Cl:15])[C:6]([F:14])=[CH:7][CH:8]=2)[N:3]=[C:2]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[C:11]=1[CH3:12]

Participants

4

Reactant 2

HCID 6077842-(Tributylstannyl)pyridineHCID 59631097HCID 59631097, compound

Product 1

HCID 59631307HCID 59631307, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The Stille coupled product was prepared according to Procedure E using 2,4,8-trichloro-7-fluoro-3-methylquinoline (0.6 g, 2.27 mmol), 2-(tributylstannyl)pyridine (0.877 g, 2.38 mmol), palladium tetrakistriphenylphosphine (0.26 g, 0.23 mmol) in toluene (2 mL) to give 4,8-dichloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline as a white solid. Mass Spectrum (ESI) m/e=307.0 (M+1).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-9d490fbffae140658ec0f5636925d543
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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