HCID 22632944, compound → HCID 22632979, compound

HRID 2416905Notes

Reaction equation

HRID 2416905 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)[N:11]([CH2:26][CH2:27][F:28])[C:10]1=[O:29])C1C=CC=CC=1.[H][H]>C1COCC1.[Pd]>[F:28][CH2:27][CH2:26][N:11]1[C:12]2[C:17](=[CH:16][C:15]([F:20])=[C:14]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[CH:13]=2)[C:18](=[O:19])[N:9]([OH:8])[C:10]1=[O:29]

Participants

5

Reactant 2

HCID 22632944HCID 22632944, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22632979HCID 22632979, compoundYield 128.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Twenty percent Pd/C (25 mg) was added to a solution of 3-benzyloxy-1-(2-fluoroethyl)-6-fluoro-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione (Example E-4, 0.17 g, 0.4 mmol) in 50 mL of THF, this was shaken under 50 PSI of hydrogen for 14.5 hours. The mixture was filtered and concentrated to afford 0.16 g of a solid, which was triturated with ether and dried to give 0.07 g of the title compound as a solid, mp 228-230° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-75d8f349ba9b4e3fa9674c570b119e47
Source dataset
uspto-grants-2004_11
Patent number
US06825199B2

Reaction notes

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