887101-64-6

Upstream product

• 31106-82-8 2-(bromomethyl)pyridine hydrobromide 
• 100-53-8 phenylmethanethiol 
• 10299-21-5 2-trifluoroacetoxymethylpyridine 
• 2044-73-7 2-(sulfanylmethyl)pyridine 
• 100-44-7 benzyl chloride 
• 6959-47-3 2-chloromethylpyridine hydrochloride 

Downstream Products

• 866392-91-8 2-(benzylsulfonylmethyl)pyridine 
• 1346517-82-5 1-(benzylsulfonyl)-2-methylindolizine 
• 1346517-83-6 ethyl 2-(1-benzylsulfonyl-2-methylindolizin-3-yl)-2-oxoacetate 
• 1346517-84-7 (R,S)-ethyl 2-(1-benzylsulfonyl-2-methylindolizin-3-yl)-2-hydroxyacetate 
• 1346517-86-9 1-(benzylsulfonyl-2-methylindolizin-3-yl)acetic acid 
• 1346517-85-8 ethyl (1-benzylsulfonyl-2-methylindolizin-3-yl)acetate 
• 1346517-73-4 1-(benzylsulfonyl)-2-methylindolizin-3-yl-N-benzyl-N-methylacetamide 
• 1448998-91-1 [CuCl₂(2-(benzylsulfanylmethyl)pyridine)2] 

Relevant academic research and scientific papers

Spin Crossover vs. High-Spin Iron(II) Complexes in N4S2 Coordination Sphere Containing Picolyl-Thioether Ligands and NCE (E=S, Se and BH3) Co-Ligands

To study the effect of the chelate ring size on the magnetic properties of thioether-based iron(II) metal complexes, two ligands have been envisaged, synthesised and characterised. The two ligands correspond to the bidentate benzylpicolylthioether (PySBn) and tetradentate 2,3-bis(((2-pyridylmethyl)thio)methyl)quinoxaline (QuinoxS). Five iron(II) complexes have been synthesised, containing either two bidentate ligands or one tetradentate ligand, and two N-bond NCE co-ligands (E=S, Se or BH3): trans-[FeII(PySBn)2(NCE)2] (1 a–b) and cis-[FeII(QuinoxS)(NCE)2] (2 a–c), a for E=S, b for E=Se and c for E=BH3. The iron(II) complexes have been characterised by standard techniques, X-ray crystallography (except for complex 1 a) and VT-magnetic measurements in the solid state. X-ray crystallography showed that all the complexes are isolated in the high spin (HS) state, based on the relatively long Fe?L bond lengths, Fe?N>2.0 ? and Fe?S≈2.5–2.6 ?. VT-magnetic measurements demonstrated that complexes 1 a and 2 a-c are stabilised in the HS-state, showing orbital contribution to g and zero field splitting. However, complexes 1 b shows a relatively abrupt, hysteretic, and incomplete at the low-end spin conversion, with T1/2↓=92, T1/2↑=98 K and ΔT1/2=6 K at 5 K min?1, moreover, the hysteresis loop is scan rate dependent increasing up to 11 K at 10 K min?1. An analysis of structural and electronic parameters has been performed to rationalise the differing magnetic properties of the metal complexes, such as metallacycle size, bond lengths and angles, and cis- vs. trans-coordination mode. A comparison with the literature-reported spin crossover iron(II) complexes in N4S2 coordination sphere containing NCE co-ligands has been conducted as well, finding that, as previously reported, the Fe?N?C(E) bond angle is diagnostic for determining the spin lability of the metal complexes, and in addition we have found that the N?C(E) bond length is too useful.

Metal- and base-free regioselective thiolation of the methyl C(sp3)-H bond in 2-picoline: N -oxides

A one-pot, two-step synthesis of pyridine-2-ylmethyl thioethers is developed through a TFAA-mediated [3,3]-sigmatropic rearrangement of pyridine N-oxides and TBAB-catalyzed direct conversion of trifluoroacetates into thioethers under metal- and base-free conditions. This methodology enables thiolation of the unactivated methyl C(sp3)-H bond in 2-picolines with thiols. Remarkable features of the method include high regioselectivity, step- and atom-economy, mild conditions, simple operation, wide substrate scope and scalability. Furthermore, the method has been successfully applied to the synthesis of omeprazole sulfide and rabeprazole sulfide without the need for TBAB catalysis. A comprehensive green chemistry metrics analysis indicated that this method is much more efficient and greener than the reported synthesis of rabeprazole sulfide.

1,2-dibromotetrachloroethane: An ozone-friendly reagent for the in situ Ramberga-Baecklund rearrangement and its use in the formal synthesis of E-resveratrol

Dibromotetrachloroethane (C2Br2Cl4) is demonstrated as a halogenating reagent for the one-pot conversion of sulfones to alkenes by way of the Ramberga-Baecklund rearrangement. Dibromotetrachloroethane successfully replaces known ozone depleting agents CCl4, CBr2F2 and C2Br 2F4. A formal synthesis of E-resveratrol is demonstrated using C2Br2Cl4.

INDOLIZINE AND IMIDAZOPYRIDINE DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS

The invention relates to compounds of formula (I) wherein A, R1 to R8 have the meaning as cited in the description and the claims. Said compounds are useful as Orexin Receptor antagonists. The invention also relates to pharmaceutical