Water → HCID 20366836, compound

HRID 1511597Notes

Reaction equation

HRID 1511597 reaction equation
[S:1]1[C:5]2[CH2:6][NH:7][CH2:8][CH:9]([OH:10])[C:4]=2[CH:3]=[CH:2]1.[C:11](=O)([O-])[O-].[Na+].[Na+].CI.O>CN(C=O)C>[CH3:11][N:7]1[CH2:8][CH:9]([OH:10])[C:4]2[CH:3]=[CH:2][S:1][C:5]=2[CH2:6]1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 123370234,5,6,7-Tetrahydrothieno[2,3-c]pyridin-4-ol

Product 1

HCID 20366836HCID 20366836, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4,5,6,7-Tetrahydrothieno[2,3-c]pyridin-4-ol (6.21 g) prepared in Reference Example 5 and 8.29 g of sodium carbonate were suspended in 50 mL of DMF, 6.25 g of methyl iodide was added thereto by dropping thereinto and the mixture was stirred at room temperature for 3 hours. The reaction solution was poured over 200 mL of water and subjected to extraction with ethyl acetate. The organic layer was washed with water and a saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate and the solvent was evaporated therefrom in vacuo to give 5.63 g of the objective compound.

Workup

  1. extractionsubjected to extraction with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-8fdb8b9254634adda63d0a6b793d7a29
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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