3-Nitro-5-oxazol-2-yl-benzoic acid methyl ester → 3-Amino-5-oxazol-2-yl-benzoic acid methyl ester

HRID 1664210Notes

Reaction equation

HRID 1664210 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([C:10]2[O:11][CH:12]=[CH:13][N:14]=2)[CH:7]=[C:6]([N+:15]([O-])=O)[CH:5]=1.[H][H]>CO.C1COCC1.[Pd]>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([C:10]2[O:11][CH:12]=[CH:13][N:14]=2)[CH:7]=[C:6]([NH2:15])[CH:5]=1

Participants

6

Reactant 2

HCID 674407033-Nitro-5-oxazol-2-yl-benzoic acid methyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 674398663-Amino-5-oxazol-2-yl-benzoic acid methyl ester

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 11.7 g (47.1 mmol) of 3-nitro-5-oxazol-2-yl-benzoic acid methyl ester in 1 l of MeOH and 200 ml of THF is stirred under an atmosphere of hydrogen in the presence of 0.6 g of Pd/C (10%) until the hydrogen up-take ceases. The mixture is filtered over high-flow, and the filtrate is washed with THF and evaporated to yield the product.

Workup

  1. filtrationThe mixture is filtered over high-flow, and the filtrate
  2. washis washed with THF
  3. customevaporated
  4. customto yield the product

Sources & evidence

ORD record
ord-c00980911b51430a950ffa2981007356
Source dataset
uspto-grants-2011_10
Patent number
US08039455B2

Reaction notes

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