HCID 18475550, compound → HCID 18475631, compound

HRID 2187362Notes

Reaction equation

HRID 2187362 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([NH:10][C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)=[O:12])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 18475550HCID 18475550, compound

Product 1

HCID 18475631HCID 18475631, compoundYield 77.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-(3-Nitrophenyl)-3-quinolin-4-ylurea (0.775 g) was suspended in ethanol (150 ml) containing 10% Pd/C (0.75 g paste) and shaken under a hydrogen atmosphere (50 psi) at room temperature. After 3 h the mixture was filtered (celite pad) and the residue washed with ethanol. The combined filtrate and washings were evaporated to dryness under reduced pressure and the residue triturated with diethyl ether/hexane to give the title compound (0.54 g).

Workup

  1. filtrationAfter 3 h the mixture was filtered (celite pad)
  2. washthe residue washed with ethanol
  3. customThe combined filtrate and washings were evaporated to dryness under reduced pressure
  4. customthe residue triturated with diethyl ether/hexane

Sources & evidence

ORD record
ord-9e158880fbcb4650b114bd102eb0ea73
Source dataset
uspto-grants-2002_06
Patent number
US06410529B1

Reaction notes

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