HCID 22632914, compound → HCID 22632991, compound

HRID 2270286Notes

Reaction equation

HRID 2270286 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]([CH:26]2[CH2:28][CH2:27]2)[C:10]1=[O:29])C1C=CC=CC=1>CO.[H][H].[Pd]>[CH:26]1([N:11]2[C:12]3[N:19]=[C:18]([N:20]4[CH2:24][CH2:23][CH2:22][CH2:21]4)[C:17]([F:25])=[CH:16][C:13]=3[C:14](=[O:15])[N:9]([OH:8])[C:10]2=[O:29])[CH2:28][CH2:27]1

Participants

5

Reactant 1

HCID 22632914HCID 22632914, compound

Product 1

HCID 22632991HCID 22632991, compoundYield 85.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A suspension of 3-benzyloxy-1-cyclopropyl-6-fluoro-7-pyrrolidin-1-yl-1H-pyrido[2,3-d]pyrimidine-2,4-dione (Example K-2, 60 mg, 0.152 mmol) and 10% Pd/C (30 mg) in MeOH (3 mL) was stirred at room temperature in hydrogen atmosphere provided by a balloon for 30 minutes. Filtration and concentration of the filtrate gave a solid residue, which was further washed with 10% of dichloromethane/hexane to give 40 mg of the title compound as powder, mp 238° C. (decomp.).

Workup

  1. customprovided by a balloon for 30 minutes
  2. filtrationFiltration and concentration of the filtrate
  3. customgave a solid residue, which
  4. washwas further washed with 10% of dichloromethane/hexane

Sources & evidence

ORD record
ord-adb0b87dac5e4e428949da0856a6926d
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

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