3-methyl-1-phenyl-1H-pyrazole-5-carboxylic acid → 1-(4-Fluoro-phenyl)-2-[4-(5-methyl-2-phenyl-2H-pyrazole-3-carbonyl)-piperazin-1-yl]-ethanone

HRID 56349

Reaktionsgleichung

Reaktionsgleichung von HRID 56349
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]([OH:9])=O)[N:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]=1.Cl.Cl.[F:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=[O:33])[CH2:26][N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:24]=[CH:23][C:22]([C:25](=[O:33])[CH2:26][N:27]2[CH2:28][CH2:29][N:30]([C:7]([C:5]3[N:4]([C:10]4[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=4)[N:3]=[C:2]([CH3:1])[CH:6]=3)=[O:9])[CH2:31][CH2:32]2)=[CH:21][CH:20]=1

Komponenten

3

Edukt 2

HCID 27695923-methyl-1-phenyl-1H-pyrazole-5-carboxylic acidHCID 429337161-(4-Fluorophenyl)-2-(piperazin-1-yl)ethan-1-one dihydrochloride

Produkt 1

HCID 248111791-(4-Fluoro-phenyl)-2-[4-(5-methyl-2-phenyl-2H-pyrazole-3-carbonyl)-piperazin-1-yl]-ethanoneAusbeute 78,5 %

Versuchsvorschrift

The title compound was prepared in a similar manner as described in Example 1.2, using 3-methyl-1-phenyl-1H-pyrazole-5-carboxylic acid (30.3 mg), and 1-(4-fluorophenyl)-2-(piperazin-1-yl)ethanone dihydrochloride (29.5 mg) as starting materials, to afford the title compound (31.9 mg) as a white solid. 1H NMR (400 MHz, CDCl3) δ 2.35 (s, 3H), 2.60-2.67 (m, 2H), 2.69 (bs., 2H), 3.81 (s, 2H), 3.89 (bs, 2H), 4.16 (bs, 2H), 6.62 (s, 1H), 7.13 (t, J=8.46 Hz, 2H), 7.38-7.54 (m, 5H), 7.99-8.09 (m, 2H). Exact mass calculated for C23H23FN4O2: 406.2. Found: LCMS m/z=407.5 (M+H+).

Aufarbeitung

  1. customThe title compound was prepared in a similar manner

Quellen und Nachweise

ORD-Eintrag
ord-5c7489a207554188911e22e887092d9d
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434692B2

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