Methanol → Methyl cis(+/-)-5-(4-amino-3-methoxypiperidin-1-yl)-2-methoxybenzoate

HRID 43966Notes

Reaction equation

HRID 43966 reaction equation
C(OC([NH:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:19]=[CH:20][C:21]([O:28][CH3:29])=[C:22]([CH:27]=2)[C:23]([O:25][CH3:26])=[O:24])[CH2:14][C@H:13]1[O:30][CH3:31])=O)C1C=CC=CC=1.CO>[C].[Pd].C(OCC)(=O)C>[NH2:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:19]=[CH:20][C:21]([O:28][CH3:29])=[C:22]([CH:27]=2)[C:23]([O:25][CH3:26])=[O:24])[CH2:14][C@H:13]1[O:30][CH3:31]

Participants

5

Reactant 2

HCID 887MethanolHCID 86648847Methyl cis(+/-)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-methoxybenzoate

Product 1

HCID 86648848Methyl cis(+/-)-5-(4-amino-3-methoxypiperidin-1-yl)-2-methoxybenzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The same operation as in Example (40e) was performed using methyl cis(±)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-methoxybenzoate obtained in Example (258a) (35 mg, 0.08 mmol), a 10% palladium-carbon catalyst (9 mg), methanol (1.5 mL) and ethyl acetate (1.5 mL), to obtain the title compound. The resulting compound was used for the next reaction without purification.

Sources & evidence

ORD record
ord-e5ee5cf50c4f4d93b3d9fe133cbb4f87
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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