Tetrahydrofuran → [4-(6-Aminopyridin-3-YL)piperazin-1-YL]-(2-trifluoromethylphenyl)methanone

HRID 389974

Reaction equation

[N+:1]([C:4]1[N:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]([F:27])([F:26])[F:25])=[O:17])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.C1COCC1>[Pd].CO>[NH2:1][C:4]1[N:9]=[CH:8][C:7]([N:10]2[CH2:11][CH2:12][N:13]([C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]([F:27])([F:26])[F:25])=[O:17])[CH2:14][CH2:15]2)=[CH:6][CH:5]=1

Participants

Conditions

Temperature: 25 °C

Procedure

To a solution of [4-(6-nitropyridin-3-yl)piperazin-1-yl]-(2-trifluoromethylphenyl)-methanone (0.089 g, 0.23 mmol) in 1:1 THF:MeOH (5 mL) was added 10% Pd/C (0.051 g). The resulting mixture was stirred under hydrogen atmosphere at 25° C. for 4 h. After filtering through a celite cake, the solution was concentrated in vacuo and yielded the title compound as a light yellow solid (0.039 g, 49% yield). MS (ES+) m/z 351.3.

Workup

filtrationAfter filtering through a celite cake
concentrationthe solution was concentrated in vacuo

Sources & evidence

ORD record: ord-0486ccf4f3a8436299ae344700d3b835
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08383628B2

Linked notes

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