Sodium borohydride → HCID 467102, compound

HRID 635842Notes

Reaction equation

HRID 635842 reaction equation
[C:1]1([CH2:7][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][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[OH:10])=[CH:12][N:13]=[C:14]2[S:15][CH:16]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 57013581(2-Phenylethyl)-3-methylimidazo[2,1-b]thiazol-5-yl methanone

Product 1

HCID 467102HCID 467102, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of (2-Phenylethyl)-3-methylimidazo[2,1-b]thiazol-5-yl methanone (Formula B-6) (0.40 g) in ethanol (5.0 mL) was treated with a solution of NaBH4 (0.05 g) in ethanol (5 mL) and reacted for 18 hours. The solvent was removed in vacuo and the residue was treated with 5% acetic acid solution. Precipitated 3-Methyl-α-(2-phenylethyl)imidazo[2,1-b]thiazole-5-methanol (Formula B-8) (0.38 g) was filtered and recrystallized from isopropanol solution to provide pure 3-Methyl-α-(2-phenylethyl)imidazo[2,1-b]thiazole-5-methanol (Formula B-8) (0.35 g), m.p. 144-145°.

Workup

  1. customreacted for 18 hours
  2. customThe solvent was removed in vacuo
  3. additionthe residue was treated with 5% acetic acid solution
  4. filtrationPrecipitated 3-Methyl-α-(2-phenylethyl)imidazo[2,1-b]thiazole-5-methanol (Formula B-8) (0.38 g) was filtered
  5. customrecrystallized from isopropanol solution

Sources & evidence

ORD record
ord-c8d63c44a6bf4ce8afb4bd9c1c73bfbf
Source dataset
uspto-grants-2001_02
Patent number
US06191124B1

Reaction notes

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