HCID 68871818, compound → HCID 86623345, compound

HRID 1986355Notes

Reaction equation

HRID 1986355 reaction equation
[CH2:1]([NH:3][C:4]1[C:9]([N+:10]([O-])=O)=[CH:8][N:7]=[C:6]([O:13][C:14]2[CH:15]=[C:16]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH:17]=[CH:18][CH:19]=2)[CH:5]=1)[CH3:2]>C(O)C.[Pd]>[NH2:10][C:9]1[C:4]([NH:3][CH2:1][CH3:2])=[CH:5][C:6]([O:13][C:14]2[CH:15]=[C:16]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[CH:17]=[CH:18][CH:19]=2)=[N:7][CH:8]=1

Participants

4

Reactant 1

HCID 68871818HCID 68871818, compound

Product 1

HCID 86623345HCID 86623345, compoundYield 71.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The product from Step 2 (1.26 g, 3.3 mmol) in ethanol (20 mL) was hydrogenated for 3 hours in the presence of 10% palladium on carbon under H2 (50 psi). After filtration of the catalyst through Kieselguhr, the filtrate was concentrated in vacuo to afford the title compound (0.81 g, 70%). MS (ES+) m/e 345 [M+H]+.

Workup

  1. filtrationAfter filtration of the catalyst through Kieselguhr
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-06ea2c8b207f43d9bf1288372b76bf62
Source dataset
uspto-grants-2009_06
Patent number
US07547779B2

Reaction notes

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