6620-80-0

Usage

InChI:InChI=1/C22H26Cl2N4O3/c1-3-27(4-2)11-14-7-15(5-6-21(14)30)25-10-16(29)12-28-13-26-20-9-19(24)18(23)8-17(20)22(28)31/h5-9,13,16,25,29-30H,3-4,10-12H2,1-2H3

Upstream product

• 65-85-0 benzoic acid 
• 79144-77-7 N-isopropyl-N-methylbenzamide 
• 98-88-4 benzoyl chloride 
• 5440-69-7 N-isopropylbenzamide 

Downstream Products

• 106184-92-3 N-tert-Butyl-N'-(N-isopropylbenzimidoyl)thioharnstoff 
• 221447-98-9 4-cyanophenyl N-isopropylbenzimidate 
• 496047-50-8 5-benzo[1,3]dioxol-5-yl-7-(2-benzyloxy-4-methoxy-phenyl)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester 
• 5440-69-7 N-isopropylbenzamide 
• 32700-71-3 3-isopropyl-2-phenyl-quinazoline-4(3H)-one 
• 1073487-07-6 6,7-dimethoxy-2-isopropyl-3-phenyl-4-carboxylic acid ethyl ester-isoquinolin-1(2H)-one 
• 1073487-03-2 2-isopropyl-3-phenyl-4-carboxylic acid ethyl ester-isoquinolin-1(2H)-one 
• 1252580-88-3 allyl N-isopropylbenzimidate 
• 1494739-77-3 C₁₃H₂₁N₂⁽¹⁺⁾*Cl^(1-) 
• 18354-85-3 N-benzyl-N-isopropylamine hydrochloride 

Relevant academic research and scientific papers

COMPOUND HAVING KDM5 INHIBITORY ACTIVITY AND PHARMACEUTICAL USE THEREOF

The present invention provides KDM5 inhibitor. The compound disclosed herein represented by the general formula (Z): wherein all symbols have the same meanings as the definitions described in the specification; or a salt thereof is useful as a prophylactic and/or therapeutic agent for cancer, Huntington's disease, or Alzheimer's disease and the like.

Hydrogenation of Secondary Amides using Phosphane Oxide and Frustrated Lewis Pair Catalysis

The metal-free catalytic hydrogenation of secondary carboxylic acid amides is developed. The reduction is realized by two new catalytic reactions. First, the amide is converted into the imidoyl chloride by triphosgene (CO(OCCl3)2) using novel phosphorus(V) catalysts. Second, the in situ generated imidoyl chlorides are hydrogenated in high yields by an FLP-catalyst. Mechanistic and quantum mechanical calculations support an autoinduced catalytic cycle for the hydrogenation with chloride acting as unusual Lewis base for FLP-mediated H2-activation.

1,1-Diphosphines and divinylphosphines via base catalyzed hydrophosphination

A catalytic hydrophosphination route to 1,1-diphosphines is yet to be reported: these narrow bite angle pro-ligands have been used to great effect as ligands in homogeneous catalysis. We herein demonstrate that terminal alkynes readily undergo double hydrophosphination with HPPh2 and catalytic potassium hexamethyldisilazane (KHMDS) to generate 1,1-diphosphines. A change to H2PPh leads to the formation of P,P-divinyl phosphines.

Facile synthesis of phosphaamidines and phosphaamidinates using nitrilium ions as an imine synthon

Readily accessible nitrilium triflates are convenient imine building blocks for the expedient synthesis of a novel class of 1,3-P,N ligands as demonstrated for the reaction with primary phosphanes. This procedure allows variation of all substituents. X-ray crystal structures are reported for nitrilium ions, phosphaamidines, and three phosphaamidinate complexes. The lithium phosphaamidinate is N coordinated and its reaction with [AuCl(tht)] (tht=tetrahydrothiophene) gives a unique P-bridged gold trimer, while a P,N-bidentate complex results from [{RhCl(cod)}2]. The nitrilium ion methodology allows extension of the 1,3-P,N motive to bis(imino)phosphanes, which are the neutral phosphorus analogues of the valuable β-diketiminate ligand.

Transition metal-free one-pot synthesis of 2-substituted 3-carboxy-4-quinolone and chromone derivatives

A novel one-pot synthesis of the 2-substituted 3-carboxy-4-quinolone/ chromone derivatives from readily available 3-oxo-3-arylpropanoates and amides/acyl chlorides is reported, without any transition metal aid. The Royal Society of Chemistry 2013.

Synthesis of chlorinated bicyclic C-fused tetrahydrofuro[3,2- c ]azetidin-2-ones

Some bicyclic C-fused chlorinated tetrahydrofuro[3,2-c]azetidin-2-ones were prepared by a fairly general route involving Staudinger reaction of allylic/propargylic imidates with dichloroketene followed by highly diastereoselective CuCl/PMDETA-catalyzed 5-

Palladium-catalyzed cyclocarbonylation of o-lodoanilines with Imidoyl Chlorides to produce quinazolin-4(3H)-ones

A wide variety of substituted quinazolin-4(3H)-ones were prepared in 63-91% yields by the palladium-catalyzed cyclocarbonylation of o-iodoanilines with imidoyl chlorides and carbon monoxide. The reaction is believed to proceed via in situ formation of an amidine, followed by oxidative addition, CO insertion, and intramolecular cyclization to give the substituted quinazolin-4(3H)-ones.

Convenient synthesis of 2-alkylamino-6-carboxy-5,7-diarylcyclopenteno[1,2- b]pyridines via direct acylamination with imidoyl chlorides

A robust synthetic method for 2-alkylamino-6-carboxy-5,7- diarylcyclopenteno[1,2-b]pyridines via acylamination at the alpha position of the functionalized pyridine system has been developed. The key step in this method was achieved by treatment of the corresponding pyridine N-oxides with 2.5 equiv of imidoyl chlorides in the presence of triethylamine, thus producing the desired 2-acylaminopyridines in good yields (74-96%).

N'-Substituted N-Acyl- and N-Imidoyl-thioureas: Preparation and Conversion of N',N'-Disubstituted Compounds into 2-(N,N-Disubstituted Amino)thiazol-5-yl Ketones

Known methods were developed to give convenient general procedures for preparing N-acyl-N'-mono- and -N',N'-disubstituted thioureas from acid chlorides, and related N-imidoyl thioureas from imidoyl chlorides.In the products from three acid chlorides and ammonium thiocyanate the acyl isothiocyanates did not appear to be accompained by the isomeric thiocyanates.Treatment of N-(anilino)benzylidene-N',N'-disubstituted thioures with chloroacetone in the presence of triethylamine leads to 5-acetyl-4-phenyl-2-(N,N-disubstituted amino)thiazoles.In contrast, the corresponding N-benzoyl thioureas form only small amounts of these compounds; the main products are the 5-benzoyl-4-methyl isomers, and this unexpected outcome requires a revision of the literature.It is thought that formation of the 5-benzoyl-4-methylthiazoles involves N-C(4) fission of a cyclic intermediate to give an open-chain intermediate in which nucleophilic attack can occur at either the acetyl or the benzoyl group.One of the latter intermediates was generated directly from 2-acetyl-2-bromoacetophenone and N-methyl-N-phenylthiourea, and found to give the 5-benzoyl-4-methyl- and 5-acetyl-4-phenyl-thiazoles as the major and minor products, respectively.

IR-SPECTRA of α-HALOBENZYLIDENEAMMONIUM SALTS

IR absorption spectra of α-halobenzylideneammonium salts and some of their N-deuterated analogs have been studied.