HCID 57483839, compound → HCID 57483840, compound

HRID 384389Notes

Reaction equation

HRID 384389 reaction equation
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[CH:5][C:4]=1[C:12]1[S:13][C:14]([CH3:20])=[C:15]([C:17]([OH:19])=[O:18])[N:16]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C:12]1[S:13][C:14]([CH3:20])=[C:15]([C:17]([OH:19])=[O:18])[N:16]=1

Participants

4

Reactant 1

HCID 57483839HCID 57483839, compound

Product 1

HCID 57483840HCID 57483840, compoundYield 92.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(2-Methoxy-3-nitro-phenyl)-5-methyl-thiazole-4-carboxylic acid 47a (300 mg, 1.02 mmol) was dissolved in 15 mL of methanol followed by addition of 30 mg of palladium on carbon. The reaction mixture was stirred for 24 hours under hydrogen atmosphere. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was filtered to remove palladium on carbon and the filtrate was concentrated under reduced pressure to obtain the title compound 2-(2-methoxy-3-amino-phenyl)-5-methyl-thiazole-4-carboxylic acid 47b (250 mg, yield 92%) as a yellow solid.

Workup

  1. filtrationThe mixture was filtered
  2. customto remove palladium on carbon
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a5cddb36a3394ef9a452d8b29562aaa5
Source dataset
uspto-grants-2013_02
Patent number
US08367710B2

Reaction notes

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