Dimethyl Sulfate → HCID 11005515, compound

HRID 1757595Notes

Reaction equation

HRID 1757595 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]>C(Cl)Cl>[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 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 6-[(3-fluoro-5-[4-methoxy-3,4,5,6-tetrahydro-2H-pyran-4-yl]phenoxy)methyl]quinoline (1.835 g), dimethyl sulphate (0.52 ml) and methylene chloride (25ml) was stirred and heated to reflux for 16 hours. The mixture was cooled to ambient temperature and 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 methyl sulphate (1.9 g) in 77% yield.

Workup

  1. temperatureheated
  2. temperatureto reflux for 16 hours
  3. filtrationthe precipitate was filtered off

Sources & evidence

ORD record
ord-6e153b19b3e449958966d720e43c35bd
Source dataset
uspto-grants-1995_08
Patent number
US05446165

Reaction notes

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