HCID 17899939, compound → HCID 17899952, compound

HRID 2416880Notes

Reaction equation

HRID 2416880 reaction equation
C([O:8][N:9]1[C:18](=[O:19])[C:17]2[C:12](=[CH:13][C:14]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[C:15]([F:20])[CH:16]=2)[NH:11][C:10]1=[O:26])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[N:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1)[NH:11][C:10](=[O:26])[N:9]([OH:8])[C:18]2=[O:19]

Participants

6

Reactant 2

HCID 17899939HCID 17899939, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 17899952HCID 17899952, compoundYield 113.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Twenty percent Pd/C (50 mg) was added to a solution of 3-benzyloxy-6-fluoro-7-pyrrolidinyl-1H-quinazoline-2,4-dione (Example I, 0.21 g, 0.6 mmol) in 100 mL of THF and 100 mL of methanol. The mixture was shaken under 50 PSI of hydrogen for 4.5 hours, filtered, and concentrated to afford 0.18 g of the title compound as a solid, mp>250° C.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-4ccb8e2e971448d789f617241990aff2
Source dataset
uspto-grants-2004_11
Patent number
US06825199B2

Reaction notes

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