HCID 67771052, compound → HCID 23369837, compound

HRID 1900868Notes

Reaction equation

HRID 1900868 reaction equation
C(OC([NH:11][NH:12][CH2:13][CH:14]1[O:28][C:17]2=[C:18]3[C:23](=[C:24]([CH3:26])[CH:25]=[C:16]2[CH2:15]1)[NH:22][C:21](=[O:27])[CH2:20][CH2:19]3)=O)C1C=CC=CC=1.[H][H]>CN(C)C=O.CO.Cl.CO.[Pd]>[NH:12]([CH2:13][CH:14]1[O:28][C:17]2=[C:18]3[C:23](=[C:24]([CH3:26])[CH:25]=[C:16]2[CH2:15]1)[NH:22][C:21](=[O:27])[CH2:20][CH2:19]3)[NH2:11]

Participants

7

Reactant 2

HCID 67771052HCID 67771052, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23369837HCID 23369837, compoundYield 88.6%

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6228DimethylformamideSolventHCID 21893726Hydrochloride methanolSolvent

Procedure

The compound obtained in Example 339 (0.77 g, 2.0 mmol) was dissolved in a mixture of dimethylformamide (6 ml), methanol (11 ml), and 5% HCl-methanol solution (2 ml). To the resultant solution, 10% palladium-on-carbon (0.30 g) was added, followed by stirring at ambient temperature for 2 hours in the stream of hydrogen. The palladium-on-carbon was filtered off, and the solvent was distilled off under reduced pressure. 0.438 g of the title compound was obtained as pale yellow crystals (76.5%).

Workup

  1. filtrationThe palladium-on-carbon was filtered off
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-21b4d71026f5443ea5f59ce7afc3666d
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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