tert-Butyl 4-((3,5-dimethoxy-4-methylbenzamido)methyl)-3-nitrobenzylcarbamate → HCID 86595907, compound

HRID 1296774Notes

Reaction equation

HRID 1296774 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:28]=[C:29]([O:32][CH3:33])[C:30]=1[CH3:31])[C:6]([NH:8][CH2:9][C:10]1[CH:24]=[CH:23][C:13]([CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:12][C:11]=1[N+:25]([O-])=O)=[O:7]>C(O)C.[Pd]>[NH2:25][C:11]1[CH:12]=[C:13]([CH:23]=[CH:24][C:10]=1[CH2:9][NH:8][C:6](=[O:7])[C:5]1[CH:28]=[C:29]([O:32][CH3:33])[C:30]([CH3:31])=[C:3]([O:2][CH3:1])[CH:4]=1)[CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:19])[CH3:21]

Participants

4

Reactant 1

HCID 86595906tert-Butyl 4-((3,5-dimethoxy-4-methylbenzamido)methyl)-3-nitrobenzylcarbamate

Product 1

HCID 86595907HCID 86595907, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of compound 65d (0.170 g, 0.37 mmol) in ethanol (3 mL) was added 10% palladium/carbon (30 mg). The reaction mixture was hydrogenated (1 atm) overnight. The solution was filtered and the filtrate was concentrated to give compound 65e (0.159 g, 100%) as a brown oily solid. ESI-MS m/e 430.5 (M+1).

Workup

  1. custom(1 atm) overnight
  2. filtrationThe solution was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-fefca055ca244747a0ae5ecfba5c3451
Source dataset
uspto-grants-2007_07
Patent number
US07247654B2

Reaction notes

Loading…