Ethyl Acetate → HCID 86648589, compound

HRID 43639Notes

Reaction equation

HRID 43639 reaction equation
C(OC([NH:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[O:19][C:20]([CH2:30][CH3:31])=[C:21]([C:23]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:24])[N:22]=2)[CH2:14][C@H:13]1[O:32][CH3:33])=O)C1C=CC=CC=1.C(OCC)(=O)C>[Pd].CO>[NH2:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[O:19][C:20]([CH2:30][CH3:31])=[C:21]([C:23]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:24])[N:22]=2)[CH2:14][C@H:13]1[O:32][CH3:33]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 86648590Butyl cis(+/-)-2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-ethyl-1,3-oxazole-4-carboxylate

Product 1

HCID 86648589HCID 86648589, compoundYield 107.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The same operation as in Example (95b) was performed using butyl cis(±)-2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-ethyl-1,3-oxazole-4-carboxylate obtained in Example (110b) (0.5 g, 1.09 mmol), 10% Pd/C (0.2 g), ethyl acetate (3 mL) and methanol (3 mL), to obtain 0.38 g of the title compound as a yellow oily substance (100%).

Sources & evidence

ORD record
ord-917df508cecc4ea8a5f16876cd10b3a5
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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