N-Methyl-N-methyloxy-2-benzyloxycarbonylamino-5-(3-phenylpropyloxy)benzamide → N-methyl-N-methyloxy-2-amino-5-(3-phenylpropyloxy)benzamide

HRID 275834Notes

Reaction equation

HRID 275834 reaction equation
[CH3:1][N:2]([O:32][CH3:33])[C:3](=[O:31])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=[CH:6][C:5]=1[NH:20]C(OCC1C=CC=CC=1)=O>C(OCC)(=O)C.CO.[C].[Pd]>[CH3:1][N:2]([O:32][CH3:33])[C:3](=[O:31])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=[CH:6][C:5]=1[NH2:20]

Participants

5

Reactant 1

HCID 18315368N-Methyl-N-methyloxy-2-benzyloxycarbonylamino-5-(3-phenylpropyloxy)benzamide

Product 1

HCID 18315339N-methyl-N-methyloxy-2-amino-5-(3-phenylpropyloxy)benzamide

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

N-Methyl-N-methyloxy-2-benzyloxycarbonylamino-5-(3-phenylpropyloxy)benzamide (1.4 g) was dissolved in a mixture of ethyl acetate (10 ml) and methanol (10 ml). To the solution was added 10% palladium-carbon (0.3 g). The mixture was stirred for 24 houks at room temperature under hydrogen atmosphere. The reaction mixture was subjected to filtration. From the filtrate was distilled off the solvent to leave N-methyl-N-methyloxy-2-amino-5-(3-phenylpropyloxy)benzamide as an orange oily product (1.0 g).

Workup

  1. filtrationThe reaction mixture was subjected to filtration
  2. distillationFrom the filtrate was distilled off the solvent

Sources & evidence

ORD record
ord-cd93fe0adf0b454bb2c8dffa551ad7ba
Source dataset
uspto-grants-2002_03
Patent number
US06352982B1

Reaction notes

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