HCID 22660807, compound → HCID 22660783, compound

HRID 392989Notes

Reaction equation

HRID 392989 reaction equation
[CH:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([S:14]([NH2:17])(=[O:16])=[O:15])=[CH:10][C:9]=2[N+:18]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CO.C(OCC)(=O)C.[Pd]>[NH2:18][C:9]1[CH:10]=[C:11]([S:14]([NH2:17])(=[O:15])=[O:16])[CH:12]=[CH:13][C:8]=1[NH:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 1

HCID 22660807HCID 22660807, compound

Product 1

HCID 22660783HCID 22660783, compoundYield 106.4%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of intermediate 66 (2.56 g, 8.55 mmol) in a mixture of methanol (50 mL) and ethyl acetate (50 mL) was hydrogenated over 10% palladium on carbon (0.14 g) at 50 psi for 2.5 h. The reaction mixture was filtered and concentrated to afford the product as a crude purple-brown foam (2.45 g, 100%). ESI-MS m/e 270.1 (M+1).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-b5ff9c1eb479476f9a83940f57aad9de
Source dataset
uspto-grants-2004_10
Patent number
US06803374B2

Reaction notes

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