Methanol → HCID 22284288, compound

HRID 1061669Notes

Reaction equation

HRID 1061669 reaction equation
CO.[OH-].[Na+].[CH:5]([CH:8]1[C:13](=[O:14])[N:12]([CH2:15][C:16]([O:18]C)=[O:17])[CH:11]=[CH:10][S:9]1)([CH3:7])[CH3:6].C(OCC)C>O1CCCC1>[CH:5]([CH:8]1[C:13](=[O:14])[N:12]([CH2:15][C:16]([OH:18])=[O:17])[CH:11]=[CH:10][S:9]1)([CH3:7])[CH3:6]

Participants

6

Reactant 4

HCID 887MethanolHCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 22284650HCID 22284650, compound

Product 1

HCID 22284288HCID 22284288, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methanol (0.15 ml) and a 1 N aqueous sodium hydroxide solution (0.34 ml) are added to a solution of methyl 2-{(2RS)-2-isopropyl-3-oxo-3,4-dihydro-2H-1,4-thiazin-4-yl}acetate (70 mg, Reference compound No. 43-1) in tetrahydrofuran (0.15 ml) under ice cooling, then the temperature is raised to room temperature, and the mixture is stirred for 15 minutes. Diethyl ether is added to the reaction mixture, and the whole is extracted with water. 2 N Hydrochloric acid is added to the extract to acidify the system, and the whole is extracted with ethyl acetate. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure to give the titled reference Compound (65.7 mg).

Workup

  1. extractionthe whole is extracted with water
  2. addition2 N Hydrochloric acid is added to the
  3. extractionextract
  4. extractionthe whole is extracted with ethyl acetate
  5. washThe extract is washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationThe extract is concentrated under reduced pressure

Sources & evidence

ORD record
ord-2ee4f89f4ec24adf81b25983f0f266b0
Source dataset
uspto-grants-2005_11
Patent number
US06960575B2

Reaction notes

Loading…