HCID 21249960, compound → HCID 21249961, compound

HRID 1531657Notes

Reaction equation

HRID 1531657 reaction equation
[Br:1][C:2]1[C:3]([O:23][CH3:24])=[CH:4][C:5]2[C:11]([C:12]3[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=3)=[N:10][NH:9][CH:8]([CH3:21])[CH2:7][C:6]=2[CH:22]=1>C(OC(=O)CC)(=O)CC.O>[Br:1][C:2]1[C:3]([O:23][CH3:24])=[CH:4][C:5]2[C:11]([C:12]3[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=3)=[N:10][N:9]([C:3](=[O:23])[CH2:2][CH3:22])[C:8]([CH3:21])=[CH:7][C:6]=2[CH:22]=1

Participants

4

Reactant 1

HCID 21249960HCID 21249960, compound

Product 1

HCID 21249961HCID 21249961, compoundYield 140.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 31263Propionic anhydrideSolvent

Procedure

0.67 g (1.7 mmol) of 7-bromo-8-methoxy-4-methyl-1-(4-nitrophenyl)-4,5-dihydro-3H-2,3-benzodiazepine (Example 4, Step A) is suspended in 3.35 ml of propionic acid anhydride and stirred for 3 hours at room temperature. The mixture is diluted with water, and the product is filtered. After washing with water and drying by column chromatography, the crude product is purified (silica gel, eluant benzene:ethyl acetate: 4:0.2). 0.53 g (70%) of 7-bromo-8-methoxy-4-methyl-1-(4-nitrophenyl)-3-propionyl-3H-2,3-benzodiazepine is obtained as a thick oil.

Workup

  1. filtrationthe product is filtered
  2. washAfter washing with water
  3. customdrying by column chromatography
  4. customthe crude product is purified (silica gel, eluant benzene:ethyl acetate: 4:0.2)

Sources & evidence

ORD record
ord-157306b38e0f425792fb4a2f8c5c3672
Source dataset
uspto-grants-2001_03
Patent number
US06200970B1

Reaction notes

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