HCID 22632248, compound → HCID 54417205, compound

HRID 2416727Notes

Reaction equation

HRID 2416727 reaction equation
[N+](C1C=CC(COC([NH:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:34]=[CH:33][C:20]3[CH2:21][CH:22]([CH2:28][C:29]([O:31][CH3:32])=[O:30])[C:23](=[O:27])[N:24]([CH3:26])[CH2:25][C:19]=3[CH:18]=2)=O)=CC=1)([O-])=O.[H][H]>[Pd].CCO>[NH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]1[CH:34]=[CH:33][C:20]2[CH2:21][CH:22]([CH2:28][C:29]([O:31][CH3:32])=[O:30])[C:23](=[O:27])[N:24]([CH3:26])[CH2:25][C:19]=2[CH:18]=1

Participants

5

Reactant 2

HCID 22632248HCID 22632248, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54417205HCID 54417205, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of methyl (±)-8-[3-(4-nitrobenzyloxycarbonylamino)-1-propyloxy]-2-methyl-3-oxo-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate (1.4 g, 3 mmol), 10% palladium on charcoal (0.55 g, 0.6 mmol), and EtOH (20 mL) was stirred at RT under a balloon of hydrogen. After 18 hr, the mixture was filtered and the filtrate was concentrated to give the title compound (0.89 g, 99%) as a tan solid: MS (ES) m/e 321.4 (M+H)+.

Workup

  1. filtrationthe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-323da8595b9f4f8a93839876267edc41
Source dataset
uspto-grants-2004_11
Patent number
US06825188B2

Reaction notes

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