196862-01-8

Upstream product

• 196861-97-9 1-[1-(2-Chloro-6-fluoro-phenyl)-2-trimethylsilanyl-ethyl]-1H-benzotriazole 
• 55117-15-2 2-chloro-6 fluorobenzyl chloride 
• 196861-93-5 1-(2-Chloro-6-fluoro-benzyl)-1H-benzotriazole 
• 387-45-1 2-chloro-6-fluorobenzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 699-99-0 4-fluoro-1-indanone 
• 896068-57-8 1-chloro-2-ethyl-3-fluorobenzene 

Relevant academic research and scientific papers

Base-Promoted Tandem Synthesis of 2-Azaaryl Tetrahydroquinolines

A novel method to synthesize 2-azaaryl tetrahydroquinolines by the base-promoted tandem reaction of azaaryl methyl amines and styrene derivatives is reported (over 30 examples, yields up to 95%). Mechanistic probe experiments demonstrate that the deprotonation of the benzylic C-H bond and the addition to the styrene vinyl group proceeds via the SNAr mechanism.

Two-Step Procedure for the Synthesis of 1,2,3,4-Tetrahydro-quinolines

A new two-step procedure that includes an initial regioselective intermolecular hydroaminoalkylation of ortho-chlorostyrenes with N-methylanilines and a subsequent intramolecular Buchwald–Hartwig amination gives direct access to 1,2,3,4-tetrahydroquinolines. The hydroaminoalkylation reaction of the ortho-chlorostyrenes is catalyzed by a 2,6-bis(phenylamino)pyridinato titanium complex which delivers the linear regioisomers with high selectivities. In addition, the formation of unexpected dihydroaminoalkylation products from styrenes and N-methylanilines is reported.

CYCLIC AMINE COMPOUND

A compound represented by the formula (I) or a salt thereof: (I) wherein the ring A represents a 5- to 8-membered ring which may have additional substituent besides R6, R7 and R8; R1 represents an electron-attracting group; R2, R3, R4 and R5 independently represent a hydrogen atom, a halogen atom, a group attached through a carbon atom, a group attached through a nitrogen atom, a group attached through an oxygen group, or a group attached through a sulfur atom; R6 represents a halogen atom, a group attached through a carbon atom, a group attached through a nitrogen atom, a group attached through an oxygen group, or a group attached through a sulfur atom, and R7 represents a cyano group, a nitro group, an acyl group which may have a substituent, a carboxyl group which may be esterified or amidated, or a hydrocarbon group which may have a substituent, or R6 and R7 together with a carbon atom to which they are attached may form a ring which may have a substituent; and R8 represents a hydrogen atom, a halogen atom, a group attached through a carbon atom, a group attached through an oxygen atom, or a group attached through a sulfur atom. The compound or salt has an excellent androgen receptor modulating effect, and is useful for the prevention/treatment of hypogonadism, partial androgen deficiency in aging male, decline in physical strength, cachexia, osteoporosis and the like.

N-arylalkyl-N-heteroarylurea and guandine compounds and methods of treating HIV infection

A method for treating HIV which comprises a compound of the formula STR1 wherein A is STR2 and Zi is O, Se, NRa or C(Ra)2, and Zii is --O or (=O)2 ; wherein R1, R2, R3, and R4 are as defined in the specification.