2-Chloro-N-[2-(ethylamino)pyridin-3-yl]-5-nitropyridine-3-carboxamide → 5,11-Dihydro-11-ethyl-8-nitro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-on

HRID 53536Notes

Reaction equation

HRID 53536 reaction equation
Cl[C:2]1[C:7]([C:8]([NH:10][C:11]2[C:12]([NH:17][CH2:18][CH3:19])=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:9])=[CH:6][C:5]([N+:20]([O-:22])=[O:21])=[CH:4][N:3]=1>C1(C)C(C)=CC=CC=1>[CH2:18]([N:17]1[C:2]2[N:3]=[CH:4][C:5]([N+:20]([O-:22])=[O:21])=[CH:6][C:7]=2[C:8](=[O:9])[NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[N:13][C:12]1=2)[CH3:19]

Participants

3

Reactant 1

HCID 197111082-Chloro-N-[2-(ethylamino)pyridin-3-yl]-5-nitropyridine-3-carboxamide

Product 1

HCID 197111245,11-Dihydro-11-ethyl-8-nitro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-onYield 58.3%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 1.80 g of 2-chloro-N-(2-ethylamino-3-pyridinyl)-5-nitro-3-pyridinecarboxamide in 25 ml of xylene was refluxed for four hours. After concentrating in vacuo, the residue was purified on a silical gel column eluting with 50% ethyl acetate/hexane to give 0.93 g of the title compound.

Workup

  1. concentrationAfter concentrating in vacuo
  2. customthe residue was purified on a silical gel column
  3. washeluting with 50% ethyl acetate/hexane

Sources & evidence

ORD record
ord-72d9ff999e9a401487739ba2994211ce
Source dataset
uspto-grants-1997_04
Patent number
US05620974

Reaction notes

Loading…