HCID 14423281, compound → HCID 14423289, compound

HRID 1193752Notes

Reaction equation

HRID 1193752 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:17]3[CH2:16][CH2:15][NH:14][CH2:13][C:12]=3[C:11](=[O:18])[C:10]3[CH:19]=[CH:20][CH:21]=[N:22][C:9]2=3)[CH:5]=[CH:6][CH:7]=1>[Pd].C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:17]3[C:12](=[CH:13][N:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[C:10]3[CH:19]=[CH:20][CH:21]=[N:22][C:9]2=3)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 14423281HCID 14423281, compound

Product 1

HCID 14423289HCID 14423289, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 7237O-XyleneSolvent

Procedure

Oxidize 10-(3-chlorophenyl)-6,7,8,9-tetrahydropyrido[2,3-b][1,6]naphthyridin-5(10H)-one (1.6 mmol) in a refluxing solution of xylene (15 ml), using air as the oxidant and 5% Pd on C (15 mg) as the catalyst. Follow the procedure of Tetrahedron Letters 26, 1259-1260 (1985); pass air through the hot solution for 15 hours. Evaporate the xylene and elute the residue from silica gel with chloroform to provide 10-(3-chlorophenyl)pyrido[2,3-b][1,6]naphthyridin-5(10H)-one, m.p. 222°-224° C. after crystallization from CH3Cl/pet. ether.

Workup

  1. customEvaporate the xylene
  2. washelute the residue from silica gel with chloroform

Sources & evidence

ORD record
ord-165f335b5d3d4ba1aed7f191542cd316
Source dataset
uspto-grants-1989_03
Patent number
US04810708

Reaction notes

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