Toluene → HCID 9806308, compound

HRID 1757594Notes

Reaction equation

HRID 1757594 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:17]=[C:18]([C:20]2([O:26][CH3:27])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)[CH:19]=1)[O:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][CH:11]=[CH:10]2.C[I:29].[C:30]1(C)C=CC=CC=1>C(#N)C>[I-:29].[F:1][C:2]1[CH:3]=[C:4]([CH:17]=[C:18]([C:20]2([O:26][CH3:27])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)[CH:19]=1)[O:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N+:13]([CH3:30])=[CH:12][CH:11]=[CH:10]2

Participants

5

Reactant 3

HCID 1140TolueneHCID 6328Methyl iodideHCID 10904659HCID 10904659, compound

Product 1

HCID 9806308HCID 9806308, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 6-[(3-fluoro-5-[4-methoxy-3,4,5,6-tetrahydro-2H-pyran-4-yl]phenoxy)methyl]quinoline (0.367 g), methyl iodide (0.13 ml), toluene (1 ml) and acetonitrile (6 ml) was stirred at ambient temperature for 16 hours. The precipitate was filtered off to give 6-[(3-fluoro-5-[4-methoxy-3,4,5,6-tetrahydro-2H-pyran-4-yl]phenoxy)methyl]-1-methylquinolinium iodide (0.19 g) in 37% yield.

Workup

  1. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-8065094afb984a8a8afa09b5a66a6395
Source dataset
uspto-grants-1995_08
Patent number
US05446165

Reaction notes

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