Methyl cis(+/-)-6-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)pyrimidine-4-carboxylate → HCID 86648728, compound

HRID 1425248Notes

Reaction equation

HRID 1425248 reaction equation
C(OC([NH:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[N:23]=[CH:22][N:21]=[C:20]([C:24]([O:26][CH3:27])=[O:25])[CH:19]=2)[CH2:14][C@H:13]1[O:28][CH3:29])=O)C1C=CC=CC=1>[C].[Pd]>[NH2:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:18]2[N:23]=[CH:22][N:21]=[C:20]([C:24]([O:26][CH3:27])=[O:25])[CH:19]=2)[CH2:14][C@H:13]1[O:28][CH3:29]

Participants

3

Reactant 1

HCID 86648725Methyl cis(+/-)-6-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)pyrimidine-4-carboxylate

Product 1

HCID 86648728HCID 86648728, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

The same operation as in Example (160c) was performed using methyl cis(±)-6-(4-{[benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)pyrimidine-4-carboxylate obtained in Example (174c) (111 mg, 0.28 mmol) and a 10% palladium-carbon catalyst (130 mg), to obtain 53.5 mg of the title compound as a pale yellow oily substance. The resulting compound was used for the next reaction without purification.

Sources & evidence

ORD record
ord-99031b79c51d42c3a33bee441ee15f52
Source dataset
uspto-grants-2015_01
Patent number
US08927588B2

Reaction notes

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