HCID 22632899, compound → HCID 9883113, compound

HRID 2270267Notes

Reaction equation

HRID 2270267 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][O:24][CH2:23][CH2:22]3)=[C:15]([F:20])[CH:16]=2)[N:11]([CH2:27][CH3:28])[C:10]1=[O:29])C1C=CC=CC=1.[H][H]>C1COCC1.CO.[Pd].[O-]S([O-])(=O)=O.[Ba+2]>[CH2:27]([N:11]1[C:12]2[C:17](=[CH:16][C:15]([F:20])=[C:14]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:13]=2)[C:18](=[O:19])[N:9]([OH:8])[C:10]1=[O:29])[CH3:28]

Participants

6

Reactant 2

HCID 22632899HCID 22632899, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 9883113HCID 9883113, compoundYield 94.8%

Reagents, catalysts & solvents 3

HCID 16218511Pd barium sulfateCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Five percent Pd/BaSO4 (50 mg) was added to a solution of 3-benzyloxy-1-ethyl-6-fluoro-7-morpholino-1H-quinazoline-2,4-dione (Example G, 0.23 g, 0.58 mmol) in 70 mL of THF and 5 mL methanol. The mixture was shaken under 50 PSI of hydrogen for 16 hours, filtered, and concentrated to afford 0.17 g of the title compound as a solid, mp 162-163° C.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-7077e612541040558b87c3d58f3064eb
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

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