2,4-Dichloro-5,7-difluoro-3-methylquinoline → HCID 59631051, compound

HRID 1431503Notes

Reaction equation

HRID 1431503 reaction equation
Cl[C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[C:9]2[C:4](=[CH:5][C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=1.[C:16]1([C:22]2[CH:27]=[CH:26][N:25]=[C:24]([Sn](CCCC)(CCCC)CCCC)[CH:23]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[Cl:13][C:10]1[C:9]2[C:4](=[CH:5][C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=[C:2]([C:24]2[CH:23]=[C:22]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:27]=[CH:26][N:25]=2)[C:11]=1[CH3:12]

Participants

4

Reactant 2

HCID 596310402,4-Dichloro-5,7-difluoro-3-methylquinolineHCID 67508437HCID 67508437, compound

Product 1

HCID 59631051HCID 59631051, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The Stille coupled product was prepared according to Procedure E using 2,4-dichloro-5,7-difluoro-3-methylquinoline (0.3 g, 1.21 mmol), 4-phenyl-2-(tributylstannyl)pyridine (0.591 g, 1.33 mmol), palladium tetrakistriphenylphosphine (0.140 g, 0.12 mmol) in toluene (2 mL) to give 4-chloro-5,7-difluoro-3-methyl-2-(4-phenylpyridin-2-yl)quinoline as a yellow solid. Mass Spectrum (ESI) m/e=367.0 (M+1).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-67873355703a4af2bd691500d9d11694
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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