HCID 22632901, compound → HCID 22632925, compound

HRID 2416907Notes

Reaction equation

HRID 2416907 reaction equation
C([O:8][N:9]1[C:14](=[O:15])[C:13]2[CH:16]=[C:17]([F:25])[C:18]([N:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)=[N:19][C:12]=2[N:11]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[C:10]1=[O:33])C1C=CC=CC=1.[H][H]>C1COCC1.[Pd]>[F:25][C:17]1[C:18]([N:20]2[CH2:21][CH2:22][CH2:23][CH2:24]2)=[N:19][C:12]2[N:11]([C:26]3[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=3)[C:10](=[O:33])[N:9]([OH:8])[C:14](=[O:15])[C:13]=2[CH:16]=1

Participants

5

Reactant 2

HCID 22632901HCID 22632901, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22632925HCID 22632925, compoundYield 109.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Twenty percent Pd/C (70 mg) was added to a solution of 3-benzyloxy-6-fluoro-1-(4-fluorophenyl)-7-pyrrolidin-1-yl-1H-pyrido[2,3-d]pyrimidine-2,4-dione (Example N-4, 0.15 g, 0.33 mmol) in 25 mL of THF, and this was shaken under 50 PSI of hydrogen for 17.5 hours. The mixture was filtered and concentrated to give 0.13 g of the title compound as a solid, mp 172-174° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-ec8ade26050249f78dc527481172f5ea
Source dataset
uspto-grants-2004_11
Patent number
US06825199B2

Reaction notes

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