Sodium borohydride → HCID 10783257, compound

HRID 2292766Notes

Reaction equation

HRID 2292766 reaction equation
[CH3:1][C:2]1[N:3]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:4]2[C:9]([C:10]=1[C:11](=[O:15])[C:12]([NH2:14])=[O:13])=[CH:8][C:7]([N+:16]([O-:18])=[O:17])=[CH:6][CH:5]=2.[BH4-].[Na+]>CCO>[CH3:1][C:2]1[N:3]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:4]2[C:9]([C:10]=1[CH:11]([OH:15])[C:12]([NH2:14])=[O:13])=[CH:8][C:7]([N+:16]([O-:18])=[O:17])=[CH:6][CH:5]=2

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10806843HCID 10806843, compound

Product 1

HCID 10783257HCID 10783257, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 1.04 g (3.1 mmol) of 2-methyl-5-nitro-1-(phenylmethyl)-1H-indole-3-glyoxylic acid amide in 30 mL of EtOH was added 148 mg (3.9 mmol) of NaBH4, the mixture stirred for 1.0 hour and concentrated at reduced pressure. The residue was stirred with water and EtOAc and the insoluble material filtered to give 1.05 mg (100% yield of 2-methyl-5-nitro-1-(phenylmethyl)-1H-indole-3-glycolic acid amide, mp, 120°-124° C.

Workup

  1. concentrationconcentrated at reduced pressure
  2. stirringThe residue was stirred with water and EtOAc
  3. filtrationthe insoluble material filtered

Sources & evidence

ORD record
ord-76368a4cced74f8999f6aeefd369e06a
Source dataset
uspto-grants-1997_11
Patent number
US05684034

Reaction notes

Loading…