HCID 90730592, compound → HCID 68647776, compound

HRID 1162324Notes

Reaction equation

HRID 1162324 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[N:14]2[C:15](=[O:42])[N:16]([CH:18]3[CH2:23][CH2:22][N:21]([C:24]([C@H:26]([NH:31]C(=O)OCC4C=CC=CC=4)[C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]3)[CH2:17][C:13]2=[CH:12][N:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>CO.[C].[Pd]>[NH2:31][C@H:26]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:24]([N:21]1[CH2:22][CH2:23][CH:18]([N:16]2[CH2:17][C:13]3=[CH:12][N:11]=[C:10]([CH2:9][O:8][Si:1]([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3])[N:14]3[C:15]2=[O:42])[CH2:19][CH2:20]1)=[O:25]

Participants

4

Reactant 1

HCID 90730592HCID 90730592, compound

Product 1

HCID 68647776HCID 68647776, compoundYield 96.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Benzyl(1R)-1-((4-(5-(((tert-butyldimethylsilyl)oxy)methyl)-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)carbonyl)-2,2-dimethylpropylcarbamate (0.44 g) obtained in Example 83j) and 10% palladium carbon (44 mg) were suspended in methanol (10 ml), and mixed under hydrogen atmosphere at room temperature for 1 hour. The reaction solution was filtered using Celite, and the filtrate was concentrated under reduced pressure to obtain the title compound as a colorless solid (0.33 g, 96%).

Workup

  1. additionmixed under hydrogen atmosphere at room temperature for 1 hour
  2. filtrationThe reaction solution was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-55cdb8c2e9364b53a0ae88d3c51d223b
Source dataset
uspto-grants-2010_10
Patent number
US07820673B2

Reaction notes

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