HCID 22632981, compound → HCID 9949054, compound

HRID 2270266Notes

Reaction equation

HRID 2270266 reaction equation
C([O:8][N:9]1[C:18](=[O:19])[C:17]2[C:12](=[CH:13][C:14]([N:21]3[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]3)=[C:15]([F:20])[CH:16]=2)[N:11]([CH2:28][CH3:29])[C:10]1=[O:30])C1C=CC=CC=1.[H][H]>C1COCC1.[Pd].[O-]S([O-])(=O)=O.[Ba+2]>[CH2:28]([N:11]1[C:12]2[C:17](=[CH:16][C:15]([F:20])=[C:14]([N:21]3[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]3)[CH:13]=2)[C:18](=[O:19])[N:9]([OH:8])[C:10]1=[O:30])[CH3:29]

Participants

5

Reactant 2

HCID 22632981HCID 22632981, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 9949054HCID 9949054, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 16218511Pd barium sulfateCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Five percent Pd/BaSO4 (110 mg) was added to a solution of 3-benzyloxy-1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-1H-quinazoline-2,4-dione (Example H, 0.14 g, 0.33 mmol) in 50 mL of THF. The mixture was shaken under 50 PSI of hydrogen for 60 hours, filtered, and concentrated to afford 0.1 g of the title compound as a solid, mp 132-134° C.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1d6ee51cc8214e4ca7c69aeac9090623
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

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