HCID 89806708, compound → HCID 89806712, compound

HRID 1474589Notes

Reaction equation

HRID 1474589 reaction equation
C([O:8][C:9](=[O:27])[CH2:10][C@@H:11]([C:20]([NH:22][CH2:23][CH2:24][CH2:25][CH3:26])=[O:21])[NH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[C].[Pd]>[CH2:23]([NH:22][C:20](=[O:21])[C@H:11]([CH2:10][C:9]([OH:27])=[O:8])[NH:12][C:13]([O:15][C:16]([CH3:17])([CH3:19])[CH3:18])=[O:14])[CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 2

HCID 89806708HCID 89806708, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 89806712HCID 89806712, compoundYield 104.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5.09 g of Compound 6 obtained in Synthesis Example 5 was dissolved in 15 mL of ethyl acetate, 0.656 g of 5% palladium carbon (50% moisture content) was added thereto, and then the inside of the reaction system was substituted with hydrogen, and the reaction system was stirred at room temperature overnight and subjected to hydrogenolysis. The 5% palladium carbon was filtered off, and washed with ethyl acetate. Then, the organic layers were combined, distilled under reduced pressure to remove ethyl acetate, and then dried under vacuum, thereby to give 4.05 g of Compound 7.

Workup

  1. filtrationThe 5% palladium carbon was filtered off
  2. washwashed with ethyl acetate
  3. distillationdistilled under reduced pressure
  4. customto remove ethyl acetate
  5. customdried under vacuum

Sources & evidence

ORD record
ord-a4a63f131f3b4b72bc5797c464f1ba9a
Source dataset
uspto-grants-2015_04
Patent number
US09018323B2

Reaction notes

Loading…