Pyridinium chloride → HCID 10203941, compound

HRID 1595777Notes

Reaction equation

HRID 1595777 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:15][CH2:16][CH3:17])=[C:9]([O:12][CH2:13][CH3:14])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:18]#[N:19].[NH2:20][C:21]1[CH:34]=[CH:33][C:24]2[N:25]([CH3:32])[C:26](=[O:31])[CH2:27][NH:28][C:29](=[O:30])[C:23]=2[CH:22]=1.Cl.N1C=CC=CC=1>C(OC(O)C)C>[CH2:13]([O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:15][CH2:16][CH3:17])[N:5]=[CH:4][C:3]([C:18]#[N:19])=[C:2]2[NH:20][C:21]1[CH:34]=[CH:33][C:24]2[N:25]([CH3:32])[C:26](=[O:31])[CH2:27][NH:28][C:29](=[O:30])[C:23]=2[CH:22]=1)[CH3:14]

Participants

5

Reactant 3

HCID 10176127Pyridinium chlorideHCID 107788724-Chloro-6,7-diethoxyquinoline-3-carbonitrileHCID 21704780HCID 21704780, compound

Product 1

HCID 10203941HCID 10203941, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 101298981-EthoxyethanolSolvent

Procedure

A mixture of 0.5 g (1.8 mmol) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile, 0.35 g (1.8 mmol) of 7-amino-1-methyl-2,5-dioxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine, and 0.21 g of pyridine hydrochloride was refluxed in ethoxyethanol for 5 hr. The solvent was removed at reduced pressure. The residue was stirred with ammonium hydroxide and the insoluble material was collected to give 0.8 g of title compound as a a tan solid. crystals: mass spectrum (electrospray, m/e): M+H 446.0.

Workup

  1. customThe solvent was removed at reduced pressure
  2. customthe insoluble material was collected

Sources & evidence

ORD record
ord-e1d1109d8d5d4ed6be36505c465d8350
Source dataset
uspto-grants-2001_09
Patent number
US06288082B1

Reaction notes

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