HCID 19605056, compound → HCID 19605009, compound

HRID 1603501Notes

Reaction equation

HRID 1603501 reaction equation
B.[Na].C([O:5][C:6]([C:8]1[N:9]2[CH:16]=[N:15][CH:14]=[C:10]2[S:11][C:12]=1[CH3:13])=O)C>CO>[OH:5][CH2:6][C:8]1[N:9]2[CH:16]=[N:15][CH:14]=[C:10]2[S:11][C:12]=1[CH3:13]

Participants

4

Reactant 2

HCID 19605056HCID 19605056, compoundHCID 178418435HCID 178418435, compound

Product 1

HCID 19605009HCID 19605009, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 1.91 g portion of sodium boron hydride was added to 30 ml of a methanol solution containing 2.10 g of 3-ethoxycarbonyl-2-methylimidazo[5,1-b]thiazole, and the mixture was then stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and water was added to the residue and the solution was then extracted five times with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and then filtered, and the solvent was evaporated under reduced pressure. The resulting residue was purified by a silica gel column chromatograph to obtain 1.4 g of the title compound as a yellow crystal.

Workup

  1. customThe solvent was evaporated under reduced pressure, and water
  2. additionwas added to the residue
  3. extractionthe solution was then extracted five times with dichloromethane
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent was evaporated under reduced pressure
  7. customThe resulting residue was purified by a silica gel column chromatograph

Sources & evidence

ORD record
ord-24134a6a0a3c483d804dc1535aad3c17
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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