Methanol → 5-[1-(4-Amino-phenyl)-ethylcarbamoyl]-thiophene-2-carboxylic acid methyl ester

HRID 30235Notes

Reaction equation

HRID 30235 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:10](=[O:23])[NH:11][CH:12]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)[CH3:13])=[CH:8][CH:9]=1)=[O:4].CO>[Pd].C1COCC1>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:10](=[O:23])[NH:11][CH:12]([C:14]2[CH:15]=[CH:16][C:17]([NH2:20])=[CH:18][CH:19]=2)[CH3:13])=[CH:8][CH:9]=1)=[O:4]

Participants

5

Reactant 2

HCID 887MethanolHCID 691350675-[1-(4-Nitro-phenyl)-ethylcarbamoyl]-thiophene-2-carboxylic acid methyl ester

Product 1

HCID 691350895-[1-(4-Amino-phenyl)-ethylcarbamoyl]-thiophene-2-carboxylic acid methyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 500 mg (1.497 mmol) 5-[1-(4-Nitro-phenyl)-ethylcarbamoyl]-thiophene-2-carboxylic acid methyl ester, 200 mg palladium on charcoal (10%), 10 ml methanol and 5 ml THF was hydrogenated at 30 mbar for 3 h. The catalyst was filtered off, the solvent was evaporated to give 5-[1-(4-amino-phenyl)-ethylcarbamoyl]-thiophene-2-carboxylic acid methyl ester.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-5f10a87577de4744a4a01bec0963bec2
Source dataset
uspto-grants-2008_09
Patent number
US07423060B2

Reaction notes

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