Dimethyl Sulfate → HCID 12018943, compound

HRID 272640Notes

Reaction equation

HRID 272640 reaction equation
[OH:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[S:4][C:3]=1[C:11]([O:13][CH3:14])=[O:12].S(OC)(O[CH3:19])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:19][O:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[S:4][C:3]=1[C:11]([O:13][CH3:14])=[O:12]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 2727696METHYL 3-HYDROXYTHIENO[2,3-B]PYRIDINE-2-CARBOXYLATE

Product 1

HCID 12018943HCID 12018943, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

995 mg of 3-hydroxy-2-methoxycarbonylthieno[2,3-b]pyridine (4.76 mmol, 1 eg.) is reflux heated for 4 hrs with 0.54 ml of dimethyl sulfate (5.71 mmol, 1.2 eq.) in 30 ml of acetone in the presence of 987 mg of potassium carbonate (7.14 mmol, 1.5 eq.). The insoluble is filtered, washed with acetone and vacuum evaporated.

Workup

  1. filtrationThe insoluble is filtered
  2. washwashed with acetone and vacuum
  3. customevaporated

Sources & evidence

ORD record
ord-d0c6849a0d32487ea7448adda2865a8f
Source dataset
uspto-grants-2008_11
Patent number
US07456192B2

Reaction notes

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