50886-34-5Relevant articles and documents
Preparation method of 2-[4-aminosulfonyl-phenyl]-ethyl-5-methylpyrazine formamide
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Paragraph 0024; 0025; 0026; 00270028; 0029; 0030, (2017/06/02)
The invention provides a preparation method of 2-[4-aminosulfonyl-phenyl]-ethyl-5-methylpyrazine formamide. The preparation method comprises the following steps: step one, taking 5-methylpyrazine-2-carboxylic acid as the primary raw material, and reacting 5-methylpyrazine-2-carboxylic acid with sulfoxide chloride to generate an intermediate (I); step two, reacting the intermediate (I) obtained in the step one with p-aminobenzenesulfonamide and triethylamine in dichloromethane to generate a crude product of 2-[4-aminosulfonyl-phenyl]-ethyl-5-methylpyrazine formamide; and step three, washing the crude product obtained in the step two, and removing impurities from the crude product to obtain a finished product of 2-[4-aminosulfonyl-phenyl]-ethyl-5-methylpyrazine formamide. On the basis that the product yield and quality are not influenced, strongly toxic ethyl chloroformate is not used, and thus the safety is improved. The refluxing temperature of sulfoxide chloride is low, and the refluxing time is short. The reactions are carried out at a room temperature, the requirement on reaction conditions is low, and the reaction conditions are easy to realize therefore.
Thermodynamic N-donor trans influence in labile pseudo-octahedral zinc complexes: A delusion?
Aboshyan-Sorgho, Lilit,Lathion, Timothe,Gune, Laure,Besnard, Cline,Piguet, Claude
supporting information, p. 13093 - 13104 (2015/02/19)
While the forces responsible for the chelate effect are well-established in coordination chemistry, the origin and implementation of the related thermodynamic trans influence remains debatable. This work illustrates a simple approach for quantifying this effect in labile pseudo-octahedral [Zn(Lk)3]2+ complexes lacking stereochemical preferences (Lk = L1-L4 are unsymmetrical didentate α,α′-diimine ligands). In line with statistics, the triply degenerated meridional isomers mer-[Zn(Lk)3]2+ are stabilized by 0.8 ≥ ΔGexch mer→fac ≥ 4.2 kJ/mol over their nondegenerated facial analogues fac-[Zn(Lk)3]2+ and therefore display no apparent trans influence at room temperature. However, the dissection of the free energy terms into opposite enthalpic (favoring the facial isomers) and entropic (favoring the meridional isomers) contributions reveals a trans influence assigned to solvation processes occurring in polar solvents. Altogether, the thermodynamic trans influence operating in [Zn(α,α′-diimine)3]2+ complexes is 1-2 orders of magnitude smaller than the chelate effect. A weak templating effect provided by a noncovalent lanthanide tripod is thus large enough to produce the wanted facial isomer at room temperature.
PYRAZOLO[3,4-B]PYRIDINE COMPOUNDS, AND THEIR USE AS PDE4 INHIBITORS
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Page/Page column 227, (2010/11/26)
The invention provides a compound of formula (I) or a salt thereof: wherein R2 is H, C1-3alkyl, n butyl, C1-2fluoroalkyl, cyclopropyl, cyclobutyl, (cyclopropyl)methyl , CN, or CH2OH; R3 is inter alia optionally substituted C4-7cycloalkyl or an optionally substituted heterocyclic group (aa), (bb) or (cc); Ra is H, methyl or ethyl; Rb is H or methyl; R4 is H, methyl, ethyl, n propyl, C(O) Me, or C(O) C1fluoroalkyl; and R5 is: C(O) (CH2)n Ar, C(O) Het, C(O) C1 6alkyl, C(O) C1fluoroalkyl, C(O) (CH2)2 C(O) NR15bNR15b, C(O) CH2 C(O) NR15bNR15b, C(O) NR15b (CH2)m1 Ar, C(O) NR15b Het, C(O) NR15b C1-6 alkyl, C(O) NR5aR5b, S(O)2 (CH2)m2-Ar, S(O)2 Het, S(O)2-C1-6alkyl, or CH2 Ar; or R4 and R5 taken together are-(CH2)p1-, (CH2)2 X5 (CH2)2 , C(O) (CH2)p2 ,-C(O)-N(R15) (CH2)p3 ; or NR4R5 is of sub-formula (y), (y1), (y2) or (y3). The invention also provides the use of the compounds as inhibitors of phosphodiesterase type IV (PDE4) and/or for the treatment and/or prophylaxis of inflammatory and/or allergic diseases such as chronic obstructive pulmonary disease (COPD), asthma, rheumatoid arthritis, allergic rhinitis, psoriasis or atopic dermatitis.
