HCID 69803216, compound → HCID 69804307, compound

HRID 488673Notes

Reaction equation

HRID 488673 reaction equation
[CH3:1][O:2][C:3]([NH:5][C@H:6]([C:17]([OH:19])=[O:18])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1)=[O:4]>CO.[Pd]>[NH2:14][C:11]1[CH:10]=[CH:9][C:8]([CH2:7][C@@H:6]([C:17]([OH:19])=[O:18])[NH:5][C:3]([O:2][CH3:1])=[O:4])=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 69803216HCID 69803216, compound

Product 1

HCID 69804307HCID 69804307, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of material from Example 22A and 10% Pd—C (500 mg) in methanol (250 mL) was stirred under an atmosphere of hydrogen at ambient temperature for 4 hours. The mixture was filtered through celite and the filtrate concentrated under reduced pressure to provide the titled compound. MS (ESI (−)) m/e 237 (M−H)+; 1H NMR (300 MHz, DMSO-d6) 7.32 (d, 1H), 6.88 (d, 2H), 6.45 (d, 2H), 4.05-3.96 (m, 1H), 3.47 (s, 3H), 3.49-3.40 (m, 2H), 2.89-2.80 (m, 1H), 2.67-2.57 (m, 1H).

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-78aaedae11a14fcfb4d56e97e7f11f26
Source dataset
uspto-grants-2005_12
Patent number
US06972340B2

Reaction notes

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