HCID 17899939, compound → HCID 17899952, compound

HRID 2270270Notes

Reaction equation

HRID 2270270 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 1, 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-16980430bfee467f80337f96198b5485
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

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