Sodium sulfate decahydrate → HCID 58047668, compound

HRID 1888724Notes

Reaction equation

HRID 1888724 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([NH:10][CH:11]([C:13]1[S:14][C:15]2[CH:21]=[C:20]([C:22](OC)=[O:23])[CH:19]=[CH:18][C:16]=2[N:17]=1)[CH3:12])(=[O:9])[CH3:8].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[OH:23][CH2:22][C:20]1[CH:19]=[CH:18][C:16]2[N:17]=[C:13]([CH:11]([NH:10][C:7](=[O:9])[CH3:8])[CH3:12])[S:14][C:15]=2[CH:21]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 67015777HCID 67015777, compound

Product 1

HCID 58047668HCID 58047668, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of lithium aluminum hydride (59.6 mg, 1.57 mmol) in THF (7 mL) was added dropwise a solution of methyl 2-[1-(acetylamino)ethyl]-1,3-benzothiazole-6-carboxylate (220 mg, 0.785 mmol) obtained in Reference Example 84 in THF (5 mL) under ice-cooling, and the mixture was stirred for 30 min. After completion of the reaction, sodium sulfate decahydrate (760 mg) was slowly added thereto, and the mixture was filtered through celite. The filtrate was concentrated under reduced pressure, and the obtained residue was triturated with diisopropyl ether to give the title compound (142 mg, yield 73%).

Workup

  1. temperaturecooling
  2. additionwas slowly added
  3. filtrationthe mixture was filtered through celite
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe obtained residue was triturated with diisopropyl ether

Sources & evidence

ORD record
ord-bf1d2925ce6945e982c317be83dc880c
Source dataset
uspto-grants-2013_08
Patent number
US08501804B2

Reaction notes

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