Ammonium Chloride → HCID 69134261, compound

HRID 969535Notes

Reaction equation

HRID 969535 reaction equation
[OH:1][C:2]1[C:7]2[N:8]=[C:9]([CH3:12])[N:10]([CH3:11])[C:6]=2[CH:5]=[C:4]([N:13]([CH3:17])[C:14](=[O:16])[CH3:15])[C:3]=1[CH2:18][CH2:19][C:20](=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[BH4-].[Na+].[Cl-].[NH4+]>C(O)C>[OH:1][C:2]1[C:7]2[N:8]=[C:9]([CH3:12])[N:10]([CH3:11])[C:6]=2[CH:5]=[C:4]([N:13]([CH3:17])[C:14](=[O:16])[CH3:15])[C:3]=1[CH2:18][CH2:19][CH:20]([OH:27])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 69134436HCID 69134436, compound

Product 1

HCID 69134261HCID 69134261, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 0.8 g (2.2 mmol) N-[7-hydroxy-2,3-dimethyl-6-(3-oxo-3-phenyl-propyl)-3H-benzimidazol-5-yl]-N-methyl-acetamide in ethanol (200 ml) was treated with 100 mg (3.6 mmol) sodium borohydride and the reaction was stirred at room temperature for 1 h. A saturated ammonium chloride solution was added and the reaction was extracted with ethyl acetate (3×20 ml). The organic layers were dried over magnesium sulphate and concentrated in vacuo. The residue afforded 0.77 g (95%) of the title compound as a beige foam.

Workup

  1. extractionthe reaction was extracted with ethyl acetate (3×20 ml)
  2. dry with materialThe organic layers were dried over magnesium sulphate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e6e013841c394bd386d2f77450836432
Source dataset
uspto-grants-2007_12
Patent number
US07307084B2

Reaction notes

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