Methyl 2-(4-{[(benzyloxy)carbonyl]amino}-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylate → Methyl 2-(4-amino-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylate

HRID 43627Notes

Reaction equation

HRID 43627 reaction equation
C(OC([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][C:20]([CH3:27])=[C:21]([C:23]([O:25][CH3:26])=[O:24])[N:22]=2)=[CH:14][C:13]=1[CH3:28])=O)C1C=CC=CC=1>[Pd].CO>[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][C:20]([CH3:27])=[C:21]([C:23]([O:25][CH3:26])=[O:24])[N:22]=2)=[CH:14][C:13]=1[CH3:28]

Participants

4

Reactant 1

HCID 67548521Methyl 2-(4-{[(benzyloxy)carbonyl]amino}-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylate

Product 1

HCID 67549153Methyl 2-(4-amino-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylateYield 105.1%

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)-5-methyl-1,3-oxazole-4-carboxylate obtained in Example (108d) (0.7 g, 1.7 mmol), 10% Pd/C (0.3 g) and methanol (20 mL), to obtain 0.44 g of the title compound as a yellow solid (97%).

Sources & evidence

ORD record
ord-ed382ffc8901471094176e0a464fcf04
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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