Hydrochloric Acid → HCID 53212869, compound

HRID 388411Notes

Reaction equation

HRID 388411 reaction equation
[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[N:8]3[CH:12](C(OCC)=O)[CH2:13][CH2:14][CH2:15][C:7]3=[N:6][C:5]=2[S:4][CH:3]=1.[CH2:21]([OH:23])C.[OH-:24].[Na+].Cl>CCCCCC.O>[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[N:8]3[CH2:12][CH2:13][CH2:14][CH2:15][C:7]3=[N:6][C:5]=2[S:4][C:3]=1[C:21]([OH:23])=[O:24]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 69079991HCID 69079991, compound

Product 1

HCID 53212869HCID 53212869, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8058HexaneSolvent

Conditions

Temperature
100 °C

Procedure

75 Milligrams of ethyl 3-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-6-carboxylate was suspended in a liquid mixture of 0.5 mL of ethanol, 1 mL of water and 1 mL of 1N aqueous sodium hydroxide solution, and stirred at about 100° C. for 2 hours. Thereafter 0.35 mL of 3N hydrochloric acid was added to the reaction mixture, to adjust the pH to 5. Distilling the mixture under reduced pressure, adequate amounts of chloroform and methanol were added to the residue to precipitate inorganic salts. The precipitated inorganic salts were removed by filtration and the filtrate was condensed under reduced pressure. Solidifying the residue by addition of hexane, 50 mg (74%) of the title compound was obtained.

Workup

  1. distillationDistilling the mixture under reduced pressure, adequate amounts of chloroform and methanol
  2. additionwere added to the residue
  3. customto precipitate inorganic salts
  4. customThe precipitated inorganic salts were removed by filtration
  5. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-b4bff9c2438e49d99fd7f26ecd46dad0
Source dataset
uspto-grants-2013_02
Patent number
US08377944B2

Reaction notes

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