Sodium borohydride → HCID 467103, compound

HRID 635840Notes

Reaction equation

HRID 635840 reaction equation
[C:1]1([CH:7]([CH3:20])[CH2:8][C:9]([C:11]2[N:18]3[C:14]([S:15][CH:16]=[C:17]3[CH3:19])=[N:13][CH:12]=2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>C(O)C>[CH3:19][C:17]1[N:18]2[C:11]([CH:9]([CH2:8][CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH3:20])[OH:10])=[CH:12][N:13]=[C:14]2[S:15][CH:16]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 54425431HCID 54425431, compound

Product 1

HCID 467103HCID 467103, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-phenylpropyl-3-methylimidazo[2,1-b]thiazol-5-yl methanone (Formula B-3) (0.28 g) in ethanol (20 mL) was treated with NaBH4 (41.7 mg) and reacted for 48 hours. Solvent was evaporated and the residue was treated with water and the precipitated product was extracted into ethyl acetate. Drying and evaporation of the extract gave crude 3-Methyl-α-(2-phenylpropyl)imidazo[2,1-b]thiazole-5-methanol (Formula B-5) (0.25 g) which deposited pure 3-Methyl-α-(2-phenylpropyl)imidazo[2,1-b]thiazole-5-methanol (Formula B-5) (0.23 g), m.p. 135-136°, from isopropanol solution.

Workup

  1. customreacted for 48 hours
  2. customSolvent was evaporated
  3. additionthe residue was treated with water
  4. extractionthe precipitated product was extracted into ethyl acetate
  5. customDrying
  6. customevaporation of the extract

Sources & evidence

ORD record
ord-e749f3e1757f433c8389c8fb86843735
Source dataset
uspto-grants-2001_02
Patent number
US06191124B1

Reaction notes

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