HCID 22632983, compound → HCID 22632955, compound

HRID 2270169Notes

Reaction equation

HRID 2270169 reaction equation
C([O:8][N:9]1[C:18](=[O:19])[C:17]2[C:12](=[CH:13][C:14]([F:21])=[C:15]([F:20])[CH:16]=2)[N:11]([CH3:22])[C:10]1=[O:23])C1C=CC=CC=1.[H][H]>C1COCC1.CO.[Pd]>[F:20][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][C:14]=1[F:21])[N:11]([CH3:22])[C:10](=[O:23])[N:9]([OH:8])[C:18]2=[O:19]

Participants

6

Reactant 2

HCID 22632983HCID 22632983, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22632955HCID 22632955, compoundYield 98.4%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Twenty percent Pd/C (0.2 g) was added to a solution of 3-benzyloxy-6,7-difluoro-1-methyl-1H-quinazoline-2,4-dione (Example K, 1.55 g, 4.9 mmol) in 25 mL of THF and 25 mL of methanol. The mixture was shaken under 50 PSI of hydrogen for 1.5 hours, and filtered. The catalyst was rinsed with 200 mL of a 50/50 mixture of THF and methanol and concentrated to afford 1.1 g of the title compound as a solid, mp 239-241° C.

Workup

  1. filtrationfiltered
  2. washThe catalyst was rinsed with 200 mL of a 50/50 mixture of THF and methanol
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5db2840043db44a29f60d02549594314
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

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