HCID 59625758, compound → HCID 59625748, compound

HRID 2365601Notes

Reaction equation

HRID 2365601 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([CH:17]2[CH2:20][N:19]([C:21]([C:23]3[CH:28]=[CH:27][C:26]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:25][CH:24]=3)=[O:22])[CH2:18]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.[H][H]>[Pd]>[C:26]1([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:25]=[CH:24][C:23]([C:21]([N:19]2[CH2:20][CH:17]([N:14]3[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]3)[CH2:18]2)=[O:22])=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 59625758HCID 59625758, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59625748HCID 59625748, compoundYield 160.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of compound 8e (1.7 g, 2.9 mmol), and 10% Palladium on carbon (300 mg) was hydrogenated (50 psi hydrogen gas) using a Parr apparatus for 18 h. The catalyst was removed by filtration, and the solvent concentrated under reduced pressure to afford crude compound 8f (1.5 g). MS m/z (M+H+) 322.

Workup

  1. customfor 18 h
  2. customThe catalyst was removed by filtration
  3. concentrationthe solvent concentrated under reduced pressure

Sources & evidence

ORD record
ord-1fe7d2add35b4c73abecd7c2eee7afe0
Source dataset
uspto-grants-2014_04
Patent number
US08697683B2

Reaction notes

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