Cerate(2-), hexakis(nitrato-kappaO)-, potassium (1:2), (OC-6-11)- → HCID 90077560, compound

HRID 2203265Notes

Reaction equation

HRID 2203265 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[C:12](=[O:37])[N:13](CC4C=CC(OC)=CC=4)[C:14](=[O:27])[N:15]([C:16]4[CH:21]=[CH:20][C:19]([C:22]([CH3:26])([CH3:25])[C:23]#[N:24])=[CH:18][CH:17]=4)[C:5]=3[C:4]=2[N:3]=1.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[Ce]>C(#N)C.O>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[C:12](=[O:37])[NH:13][C:14](=[O:27])[N:15]([C:16]4[CH:17]=[CH:18][C:19]([C:22]([CH3:26])([CH3:25])[C:23]#[N:24])=[CH:20][CH:21]=4)[C:5]=3[C:4]=2[N:3]=1

Participants

5

Reactant 2

HCID 407333Cerate(2-), hexakis(nitrato-kappaO)-, potassium (1:2), (OC-6-11)-HCID 90077545HCID 90077545, compound

Product 1

HCID 90077560HCID 90077560, compoundYield 66.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

2-(4-(9-chloro-3-(4-methoxybenzyl)-2,4-dioxo-3,4-dihydropyrimidino[5,4-c][1,5]naphthyridine-1(2H)-yl)phenyl)-2-methylpropanenitrile (1.2 g, 2.3 mmol) was dissolved in acetonitrile (80 mL) and water (20 mL). Ammonium ceric nitrate (5.1 g, 9.4 mmol) was added in batch at room temperature. The reaction mixture was reacted at room temperature for 16 hrs, and then concentrated. 100 mL water was added. The mixture was filtered. The resulting solid was washed with EA and PE (1:1), and dried in vacuum to obtain a yellow solid (600 mg).

Workup

  1. customThe reaction mixture was reacted at room temperature for 16 hrs
  2. concentrationconcentrated
  3. addition100 mL water was added
  4. filtrationThe mixture was filtered
  5. washThe resulting solid was washed with EA and PE (1:1)
  6. customdried in vacuum

Sources & evidence

ORD record
ord-b1e0ecd993944ebe990ae3a6942564d5
Source dataset
uspto-grants-2016_06
Patent number
US09365572B2

Reaction notes

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