Phthalic Anhydride → HCID 22724277, compound

HRID 2231055Notes

Reaction equation

HRID 2231055 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([N:14]3[C:19](=[O:20])[C:18]([CH2:21][C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)=[N:17][C:16]4[CH:28]=[CH:29][CH:30]=[N:31][C:15]3=4)[CH:11]=[CH:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1.[C:32]1(=[O:42])[O:37][C:35](=[O:36])[C:34]2=[CH:38][CH:39]=[CH:40][CH:41]=[C:33]12>O1CCOCC1.O>[C:35]([C:34]1[CH:38]=[CH:39][CH:40]=[CH:41][C:33]=1[C:32]([NH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([N:14]3[C:19](=[O:20])[C:18]([CH2:21][C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)=[N:17][C:16]4[CH:28]=[CH:29][CH:30]=[N:31][C:15]3=4)[CH:11]=[CH:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1)=[O:42])([OH:37])=[O:36]

Participants

5

Reactant 2

HCID 6811Phthalic AnhydrideHCID 22724025HCID 22724025, compound

Product 1

HCID 22724277HCID 22724277, compoundYield 80.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-[3-(3-aminophenyl)phenyl]-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (100 mg) and phthalic anhydride (48 mg) in dioxane (3 ml) was stirred overnight at room temperature. The reaction mixture was diluted with water, and precipitated crystals were collected to give 4-[3-[3-(2-carboxybenzoylamino)phenyl]phenyl]-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (110 mg).

Workup

  1. customprecipitated crystals
  2. customwere collected

Sources & evidence

ORD record
ord-f370bc62acd846f79c690e1072758a85
Source dataset
uspto-grants-2002_07
Patent number
US06426345B1

Reaction notes

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