HCID 12109159, compound → HCID 12109152, compound

HRID 1274175Notes

Reaction equation

HRID 1274175 reaction equation
[C:1]([NH:4][C@@H:5]([C:7]1[CH:16]=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][C:8]=1[N+:17]([O-])=O)[CH3:6])(=[O:3])[CH3:2].[H][H]>[C+4].[OH-].[Pd+2].[OH-].[OH-].[OH-].[OH-].[OH-].CO>[NH2:17][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][C:7]=1[C@H:5]([NH:4][C:1](=[O:3])[CH3:2])[CH3:6])[C:11]([O:13][CH3:14])=[O:12]

Participants

5

Reactant 2

HCID 12109159HCID 12109159, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12109152HCID 12109152, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 178420936HCID 178420936, compoundCatalystHCID 887MethanolSolvent

Procedure

Methyl (R)-4-(1-acetamidoethyl)-3-nitrobenzoate (1 g) was stirred in a stream of hydrogen at room temperature for 3 hours using 10% palladium hydroxide carbon (0.3 g) in a methanol (20 ml) solution. After the reaction, the catalyst was removed by filtration, and the solvent was evaporated under reduced pressure to give 0.89 g of methyl (R)-3-amino-4-(1-acetamidoethyl)benzoate.

Workup

  1. customAfter the reaction
  2. customthe catalyst was removed by filtration
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c46f28a5657a42b0b728faa0c8a700cf
Source dataset
uspto-grants-2000_12
Patent number
US06156766

Reaction notes

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