Methyl 2-(4-{[(benzyloxy)carbonyl]amino}-3-methylphenyl)-1,3-oxazole-4-carboxylate → Methyl 2-(4-amino-3-methylphenyl)-1,3-oxazole-4-carboxylate

HRID 43634Notes

Reaction equation

HRID 43634 reaction equation
C(OC([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][CH:20]=[C:21]([C:23]([O:25][CH3:26])=[O:24])[N:22]=2)=[CH:14][C:13]=1[CH3:27])=O)C1C=CC=CC=1>[Pd].CO>[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][CH:20]=[C:21]([C:23]([O:25][CH3:26])=[O:24])[N:22]=2)=[CH:14][C:13]=1[CH3:27]

Participants

4

Reactant 1

HCID 68405856Methyl 2-(4-{[(benzyloxy)carbonyl]amino}-3-methylphenyl)-1,3-oxazole-4-carboxylate

Product 1

HCID 67548797Methyl 2-(4-amino-3-methylphenyl)-1,3-oxazole-4-carboxylateYield 102.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The same operation as in Example (95b) was performed using methyl 2-(4-{[(benzyloxy)carbonyl]amino}-3-methylphenyl)-1,3-oxazole-4-carboxylate obtained in Example (109d) (0.4 g, 1.09 mmol), 10% Pd/C (0.2 g) and methanol (10 mL), to obtain 0.26 g of the title compound as a colorless oily substance (100%).

Sources & evidence

ORD record
ord-8410f885967844e09cf3ae1c0e270599
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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