HCID 86648582, compound → Butyl cis(+/-)-2-(4-amino-3-methoxypiperidin-1-yl)-5-methyl-1,3-oxazole-4-carboxylate

HRID 43617Notes

Reaction equation

HRID 43617 reaction equation
C(OC([NH:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[O:19][C:20]([CH3:30])=[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:31][CH3:32])=O)C1C=CC=CC=1>[Pd].C(OCC)(=O)C>[NH2:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[O:19][C:20]([CH3:30])=[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:31][CH3:32]

Participants

4

Reactant 1

HCID 86648582HCID 86648582, compound

Product 1

HCID 86648581Butyl cis(+/-)-2-(4-amino-3-methoxypiperidin-1-yl)-5-methyl-1,3-oxazole-4-carboxylateYield 113.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The same operation as in Example (95b) was performed using butyl cis(±)-2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methyl-1,3-oxazole-4-carboxylate obtained in Example (106b) (0.82 g, 1.84 mmol), 10% Pd/C (0.25 g) and ethyl acetate (15 mL), to obtain 0.65 g of the title compound as a yellow amorphous solid (100%).

Sources & evidence

ORD record
ord-745d7d1664f5463b95873ef27db0a0b9
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

Loading…