4-[4-(4-Chloro-phenyl)-3-oxo-5-pyridin-4-yl-pyrazolidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester → HCID 69357048, compound

HRID 1064075Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:18]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)[CH:17]([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)[C:16](=[O:32])[NH:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[C:18]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)=[C:17]([C:25]3[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=3)[C:16](=[O:32])[NH:15]2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 4-[4-(4-Chloro-phenyl)-3-oxo-5-pyridin-4-yl-pyrazolidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester 0.42 gin ethanol 25 mL was added palladium on carbon 0.02 g. the reaction was heated to 50° C. for 48 hours. The reaction was cooled to room temperature, filtered and concentrated. Purification by flash chromatography gave the title compound as colorless oil. MS (ES+): 455 (M+H)+; (ES−): 453 (M−H).

Workup

temperatureThe reaction was cooled to room temperature
filtrationfiltered
concentrationconcentrated
customPurification by flash chromatography

Sources & evidence

ORD record: ord-c3d1aec9e00140e08e92b4d793e7aae9
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06967254B2

Reaction notes

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