HCID 57556920, compound → HCID 57556921, compound

HRID 503206Notes

Reaction equation

HRID 503206 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][OH:19])[CH:13]=2)=[C:7]([N+:20]([O-])=O)[CH:6]=1)[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][OH:19])[CH:13]=2)=[C:7]([NH2:20])[CH:6]=1)[CH3:2]

Participants

4

Reactant 1

HCID 57556920HCID 57556920, compound

Product 1

HCID 57556921HCID 57556921, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of compound 5 (10 g, 30 mmol) in dry methanol (80 mL) was hydrogenated using Pd—C (1.0 g) as the catalyst (reaction monitored by TLC). The reaction mixture was filtered through celite. The filter cake was washed with methanol and the combined filtrate and washings were concentrated under reduced pressure to afford compound 6 (8.5 g, 93%) as a solid, which was taken as such for the next step.

Workup

  1. customas the catalyst (reaction monitored by TLC)
  2. filtrationThe reaction mixture was filtered through celite
  3. washThe filter cake was washed with methanol
  4. concentrationthe combined filtrate and washings were concentrated under reduced pressure

Sources & evidence

ORD record
ord-c82b5fdcd3b5426a98840cc9ca9e4472
Source dataset
uspto-grants-2010_08
Patent number
US07776900B2

Reaction notes

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