Sodium borohydride → HCID 9825971, compound

HRID 2298804Notes

Reaction equation

HRID 2298804 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[C:20]([C:22]([N:24]2[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=3[C:28](=[O:35])[CH2:27][CH2:26][CH2:25]2)=[O:23])[CH:19]=[CH:18][C:4]=1[C:5]([NH:7][C:8]1[C:16]2[N:15]=[C:14]([CH3:17])[NH:13][C:12]=2[CH:11]=[CH:10][CH:9]=1)=[O:6].[BH4-].[Na+]>CO.C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:21]=[C:20]([C:22]([N:24]2[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=3[CH:28]([OH:35])[CH2:27][CH2:26][CH2:25]2)=[O:23])[CH:19]=[CH:18][C:4]=1[C:5]([NH:7][C:8]1[C:16]2[N:15]=[C:14]([CH3:17])[NH:13][C:12]=2[CH:11]=[CH:10][CH:9]=1)=[O:6]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 9869239HCID 9869239, compound

Product 1

HCID 9825971HCID 9825971, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

To an ice-bath-cooled solution of 2-methoxy-N-(2-methyl-1H-benzimidazol-4-yl) -4-(2,3,4,5-tetrahydro-5-oxo-1H-1-benzazepin-1-yl)carbonylbenzamide (123 mg) in methanol (5 ml) was added sodium borohydride (10 mg), and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was diluted with chloroform and the solution was washed with water and brine. The solution was dried over magnesium sulfate and the solvent was evaporated in vacuo. The residue was triturated with ether to give 2-methoxy-N-(2-methyl-1H-benzimidazol-4-yl)-4-(2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonylbenzamide (123 mg).

Workup

  1. washthe solution was washed with water and brine
  2. dry with materialThe solution was dried over magnesium sulfate
  3. customthe solvent was evaporated in vacuo
  4. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-d4ae119152254482bd5348fc21330ab4
Source dataset
uspto-grants-2002_12
Patent number
US06495542B1

Reaction notes

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