HCID 86631149, compound → HCID 68696854, compound

HRID 2233274Notes

Reaction equation

HRID 2233274 reaction equation
[C:1]1([C:7]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:11][N:10]=[C:9]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH:25][C:26]([O-:28])=[O:27])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C.[Pd]>[C:1]1([C:7]2[C:12]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)=[CH:11][N:10]=[C:9]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 86631149HCID 86631149, compound

Product 1

HCID 68696854HCID 68696854, compoundYield 34%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

83 mg (0.18 mmol) of benzyl (8-(4,5-diphenylpyrimidin-2-yl)oct-2-enoate were dissolved in 15 ml of ethanol, and 50 mg of Pd/C (10%) were added. Hydrogenation was carried out under a hydrogen pressure of 2 bar for 6.5 hours. Removal of the catalyst by filtration was followed by concentration and purification of the residue by preparative HPLC (method A). 23 mg (34%) of the desired product were obtained.

Workup

  1. customfor 6.5 hours
  2. customRemoval of the catalyst
  3. filtrationby filtration
  4. concentrationwas followed by concentration and purification of the residue by preparative HPLC (method A)

Sources & evidence

ORD record
ord-581a110f0d36489bbfbc3da89fc084d5
Source dataset
uspto-grants-2010_05
Patent number
US07709490B2

Reaction notes

Loading…