Dimethyl Sulfate → HCID 11005515, compound

HRID 1757596Notes

Reaction equation

HRID 1757596 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.[S:28]([O:33]C)([O:31][CH3:32])(=[O:30])=[O:29]>C1(C)C=CC=CC=1>[CH3:32][O:31][S:28]([O-:33])(=[O:30])=[O: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]([CH3:32])=[CH:12][CH:11]=[CH:10]2

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 10904659HCID 10904659, compound

Product 1

HCID 11005515HCID 11005515, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of a toluene solution of 6-[(3-fluoro-5-[4-methoxy-3,4,5,6-tetrahydo-2H-pyran-4-yl]phenoxy)methyl]quinoline (8% w/v, 115 ml) and dimethyl sulphate (4.75 g) was heated to 60° C. and stirred at this temperature for 4 hours. The mixture wascooled to ambient temperature and the precipitate was filtered off, washed with toluene (30 ml) and dried to give 6-[(3-fluoro-5-[4-methoxy-3,4,5,6-tetrahydro-2H-pyran-4-yl]phenoxy)methyl]-1-methylquinolinium methyl sulphate (10.7 g) in 87% yield.

Workup

  1. customwascooled to ambient temperature
  2. filtrationthe precipitate was filtered off
  3. washwashed with toluene (30 ml)
  4. customdried

Sources & evidence

ORD record
ord-08673601678a44799e83b940f57f19d4
Source dataset
uspto-grants-1995_08
Patent number
US05446165

Reaction notes

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