Dimethyl Sulfate → HCID 11005515, compound

HRID 257149Notes

Reaction equation

HRID 257149 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 (25 ml) 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-f53896db884148b0a77e5f82276b72a7
Source dataset
uspto-grants-1993_11
Patent number
US05260442

Reaction notes

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