Potassium Hydroxide → HCID 19605154, compound

HRID 1603474Notes

Reaction equation

HRID 1603474 reaction equation
Cl.[CH3:2][NH2:3].[OH-].[K+].[CH:6]([C:8]1[N:9]2[CH:15]=[N:14][CH:13]=[C:10]2[S:11][CH:12]=1)=O.C#N.[B].[Na]>CO>[CH3:2][NH:3][CH2:6][C:8]1[N:9]2[CH:15]=[N:14][CH:13]=[C:10]2[S:11][CH:12]=1

Participants

6

Reactant 4

HCID 14797Potassium HydroxideHCID 6364545Methylamine hydrochlorideHCID 15379550HCID 15379550, compoundHCID 86754824HCID 86754824, compound

Product 1

HCID 19605154HCID 19605154, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 0.5 ml of methanol containing 120 mg of methylamine hydrochloride, 46 mg of potassium hydroxide and 90 mg of 3-formylimidazo[5,1-b]thiazole were added, followed by stirring at room temperature for 6.5 hours. Further, 64 mg of sodium boron cyanohydride was added thereto, and the mixture was then stirred at room temperature for 17 hours. Afterward, the solvent was evaporated under reduced pressure. To the resulting residue, 20 ml of water was added, and extraction was then carried out twice with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and then filtered, and the solvent was then evaporated under reduced pressure to obtain 47.6 mg of 3-(N-methylamino)methylimidazo[5,1-b]thiazole.

Workup

  1. stirringthe mixture was then stirred at room temperature for 17 hours
  2. customAfterward, the solvent was evaporated under reduced pressure
  3. additionTo the resulting residue, 20 ml of water was added
  4. extractionextraction
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-d6ca1e00004845e2b560cc0cca36707b
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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