39887-24-6

Basic information

• Product Name: AURORA 52
• Synonyms: AURORA 52;4-CHLORO-N-PHENETHYLBENZAMIDE;4-chloro-N-(2-phenylethyl)benzamide
• CAS NO: 39887-24-6
• Molecular Formula: C₁₅H₁₄ClNO
• Molecular Weight: 259.73
• Mol File: 39887-24-6.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 443.5°Cat760mmHg
• Flash Point: 222°C
• Appearance: /
• Density: 1.186g/cm³
• Vapor Pressure: 4.63E-08mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: AURORA 52(CAS DataBase Reference)
• NIST Chemistry Reference: AURORA 52(39887-24-6)
• EPA Substance Registry System: AURORA 52(39887-24-6)

Safety Data

• Hazardous Substances Data: 39887-24-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14ClNO/c16-14-8-6-13(7-9-14)15(18)17-11-10-12-4-2-1-3-5-12/h1-9H,10-11H2,(H,17,18)

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 64-04-0 phenethylamine 
• 22280-32-6 3-(4-Chlorobenzoyl)-2-oxazolidinone 
• 1622923-36-7 (ethylthiotrifluoroborate)methane dimethyliminium zwitterion 
• 1679-18-1 4-Chlorophenylboronic acid 
• 74-11-3 para-chlorobenzoic acid 
• 873-76-7 para-Chlorobenzyl alcohol 
• 13540-95-9 N-(4-chlorobenzylidene)-2-phenylethanamine 
• 104-88-1 4-chlorobenzaldehyde 
• 13541-03-2 N-(2-phenylethyl)-N-(4-chlorobenzyl)amine 
• 63591-89-9 1,3-dioxoisoindolin-2-yl 4-chlorobenzoate 
• 1370291-58-9 potassium (4-chlorobenzoyl)trifluoroborate 
• 2205-01-8 N-methoxyphenethylamine 
• 69424-54-0 O-benzoyl-N-phenethylhydroxylamine 

Downstream Products

• 860367-96-0 1-(4-chloro-phenyl)-7-nitro-isoquinoline 
• 855646-28-5 1-(4-chloro-3-nitro-phenyl)-7-nitro-3,4-dihydro-isoquinoline 
• 134227-60-4 2-(4-chlorophenyl)-5-phenyl-4,5-dihydro-1,3-oxazole 
• 24285-73-2 2-(4-chlorophenyl)-5-phenyloxazole 
• 122399-45-5 2-Acetylsulfanyl-4-{4-[2-(4-chloro-benzoylamino)-ethyl]-phenyl}-4-oxo-butyric acid ethyl ester 
• 122399-44-4 2-Acetylsulfanyl-4-{4-[2-(4-chloro-benzoylamino)-ethyl]-phenyl}-4-oxo-butyric acid 
• 122400-02-6 ethyl 3-<4-(2-(4-chlorobenzoyl)aminoethyl)benzoyl>acrylate 
• 79615-39-7 N-{2-[4-(2-Amino-thiazol-4-yl)-phenyl]-ethyl}-4-chloro-benzamide 
• 112891-30-2 1-(4-chlorophenyl)-1,2,3,4-tetrahydroisoquinoline 
• 855646-23-0 1-(4-chloro-phenyl)-7-nitro-3,4-dihydro-isoquinoline 
• 855645-62-4 1-(4-chloro-phenyl)-3,4-dihydro-[7]isoquinolylamine 

Relevant articles and documents

Catalytic Synthesis of Potassium Acyltrifluoroborates (KATs) from Boronic Acids and the Thioimidate KAT Transfer Reagent

We report the synthesis of potassium acyltrifluoroborates (KATs) by a palladium-catalyzed cross-coupling of boronic acids and the thioimidate KAT transfer reagent. The combination of widely available aryl- and vinylboronic acids with commercially available thioimidate 1 using catalytic PdII and a CuII additive enables the preparation of KATs in high yields and with good functional group tolerance. This formal insertion of CO into organoboronic acids can also be applied to boronic acid pinacol esters and potassium organotrifluoroborates using a slightly modified procedure. The cross-coupling can be telescoped into the one-pot synthesis of amides and α-aminotrifluoroborates by exploiting the unique chemistry of KATs and their trifluoroborate iminium (TIM) derivatives.

Discovery of quinuclidine modulators of cellular progranulin

Phenotypic screening of an annotated small molecule library identified the quinuclidine tetrahydroisoquinoline solifenacin (1) as a robust enhancer of progranulin secretion with single digit micromolar potency in a murine microglial (BV-2) cell line. Subsequent SAR development led to the identification of 29 with a 38-fold decrease in muscarinic receptor antagonist activity and a 10-fold improvement in BV-2 potency.

Diprotonative stabilization of ring-opened carbocationic intermediates: conversion of tetrahydroisoquinoline to triarylmethanes

Superacid-promoted conversion of tetrahydroisoquinolines to triarylmethanes via tandem reactions of C-N bond scission, Friedel-Crafts alkylation, C-O bond scission, and electrophilic aromatic amidation was developed. Dication formation was important for stabilizing the ring-opened carbocationic intermediate, which is a new role for diprotonation in reaction mechanisms. This journal is