2-(Tributylstannyl)pyridine → HCID 59631137, compound

HRID 1431468Notes

Reaction equation

HRID 1431468 reaction equation
Cl[C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[C:9]2[C:4](=[C:5]([Cl:15])[CH:6]=[CH:7][C:8]=2[F:14])[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])[CH:6]=[CH:7][C:8]=2[F:14])[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 59631179HCID 59631179, compound

Product 1

HCID 59631137HCID 59631137, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The Stille coupled product was prepared according to Procedure E using 2,4,8-trichloro-5-fluoro-3-methylquinoline (0.61 g, 2.306 mmol), 2-(tributylstannyl)-pyridine (0.89 g, 2.42 mmol), palladium tetrakistriphenylphosphine (0.27 g, 0.23 mmol) in toluene (2 mL) to give 4,8-dichloro-5-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-98a28544ba7d4f658c4b95dc165f289c
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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