HCID 9893531, compound → HCID 18675632, compound

HRID 1635084Notes

Reaction equation

HRID 1635084 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([O:9][CH:10]([C:14]([O:27][CH2:28][CH2:29][NH:30]C(OCC2C=CC=CC=2)=O)([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:11]([OH:13])=[O:12])[N:3]=1.[H][H]>CO.[Pd]>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([O:9][CH:10]([C:14]([O:27][CH2:28][CH2:29][NH2:30])([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:11]([OH:13])=[O:12])[N:3]=1

Participants

5

Reactant 2

HCID 9893531HCID 9893531, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18675632HCID 18675632, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

A solution of 13.1 g (24.2 mmol) of 2-(4,6-dimethylpyrimidin-2-yloxy)-3-(2-benzyloxycarbonylaminoethoxy)-3,3-diphenylpropionic acid in 200 ml of methanol was hydrogenated with hydrogen overnight, under atmospheric pressure and at room temperature, using 800 mg of palladium on activated carbon (10%). The reaction mixture was diluted with methanol to dissolve precipitated product, filtered and concentrated. Yield: 9.6 g of a white solid.

Workup

  1. dissolutionto dissolve
  2. customprecipitated product
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1e0e396c690243109d3f52975b4ab5e2
Source dataset
uspto-grants-2003_01
Patent number
US06509341B1

Reaction notes

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