HCID 23206548, compound → HCID 23206547, compound

HRID 1289434Notes

Reaction equation

HRID 1289434 reaction equation
[CH2:1]([O:3][P:4]([CH:9]1[N:14]2[C:15](=[O:30])[C:16](=[O:29])[NH:17][C:18]3[CH:19]=[C:20]([C:25]([F:28])([F:27])[F:26])[C:21]([N+:22]([O-])=O)=[C:12]([C:13]=32)[CH2:11][CH2:10]1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>C(O)C.[Pd]>[CH2:6]([O:5][P:4]([CH:9]1[N:14]2[C:15](=[O:30])[C:16](=[O:29])[NH:17][C:18]3[CH:19]=[C:20]([C:25]([F:28])([F:27])[F:26])[C:21]([NH2:22])=[C:12]([C:13]=32)[CH2:11][CH2:10]1)(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

Participants

4

Reactant 1

HCID 23206548HCID 23206548, compound

Product 1

HCID 23206547HCID 23206547, compoundYield 69.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

226 mg of 8-nitro-9-trifluoromethyl-2,3-dioxo-1,2,3,5,6,7-hexahydro-pyrido[1,2,3-de]quinoxaline-5-phosphonic acid diethyl ester is dissolved in 20 ml of ethanol, mixed with 50 mg of 10% palladium on activated carbon and hydrogenated at room temperature and under normal pressure. After suctioning off the catalyst, it is concentrated by evaporation and recrystallized from ethanol. 146 mg of 8-amino-9-trifluoromethyl-2,3-dioxo-1,2,3,5,6,7-hexahydro-pyrido[1,2,3-de]quinoxaline-5-phosphonic acid diethyl ester of melting point 242° C. (with decomposition) is obtained.

Workup

  1. concentrationis concentrated by evaporation
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-fabcadf070b3416baed666568ae0aee1
Source dataset
uspto-grants-1998_05
Patent number
US05750526

Reaction notes

Loading…