- 4 - piperidinyl - 1H - pyrrole - 3 - carboxamides hydrochloride synthetic method
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The invention discloses a synthesis method of 4-piperidyl-1H-pyrrole-3-formamide compound hydrochloride. The method comprises the following steps: reacting a compound I Boc-4-hydroxymethyl piperidine with oxalyl chloride to obtain a compound II, and reacting the compound II with triethyl phosphonoacetate to obtain a compound III; reacting the compound III with p-toluenesulfonylmethyl isocyanide to obtain a compound IV; reacting the compound IV with 2-(trimethylsilyl)-ethoxymethyl chloride to generate a compound V; hydrolyzing the compound V to obtain a compound VI, and reacting the compound VI with an amino compound to generate a compound VII; acting on the compound VII with tetrabutylammonium fluoride to generate a compound VIII; and acting on the compound VIII with HCI to generates a compound IX, namely 4-piperidyl-1H-pyrrole-3-formamide compound hydrochloride. According to the method, piperidyl and acylamino are introduced at the positions 3 and 4 on a pyrrole ring, the reaction route is simple and feasible, and the obtained compound has a plurality of reactive groups and good water solubility and has potentials for development of medical intermediates.
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- Alkyl piperidine and piperazine hydroxamic acids as HDAC inhibitors
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We report here the strategy used in our research group to find a new class of histone deacetylase (HDAC) inhibitors. A series of N-substituted 4-alkylpiperazine and 4-alkylpiperidine hydroxamic acids, corresponding to the basic structure of HDAC inhibitors (zinc binding moiety-linker-capping group) has been designed, prepared, and tested for HDAC inhibition. Linker length and aromatic capping group connection were systematically varied to find the optimal geometric parameters. A new series of submicromolar inhibitors was thus identified, which showed antiproliferative activity on HCT-116 colon carcinoma cells.
- Rossi, Cristina,Porcelloni, Marina,D'Andrea, Piero,Fincham, Christopher I.,Ettorre, Alessandro,Mauro, Sandro,Squarcia, Antonella,Bigioni, Mario,Parlani, Massimo,Nardelli, Federica,Binaschi, Monica,Maggi, Carlo A.,Fattori, Daniela
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supporting information; experimental part
p. 2305 - 2308
(2011/05/15)
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- PIPERIDINYL COMPOUNDS THAT SELECTIVELY BIND INTEGRINS
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The invention is directed to piperidinyl compounds of formula (I) and (II) that selectively bind integrin receptors and methods for treating an integrin mediated disorder, wherein W, R2, Z and q are described in the application.
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- An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764
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An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764 was achieved. The key intermediate, an optically active ethynyl β-amino ester, was synthesized efficiently by utilizing a lipase catalyzed kinetic resolution step.
- Yamanaka, Toshio,Ohkubo, Mitsuru,Takahashi, Fumie,Kato, Masayuki
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p. 2843 - 2845
(2007/10/03)
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