39061-72-8

Usage

Uses

Used in Pharmaceutical Industry:
1-(2-amino-4-chlorophenyl)ethanone is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs and medications.
Used in Organic Chemistry Research:
In the field of organic chemistry, 1-(2-amino-4-chlorophenyl)ethanone is utilized in research and development activities. Its properties and reactivity make it a valuable compound for exploring new chemical reactions and synthesizing novel organic compounds.
Used in Chemical Synthesis:
1-(2-amino-4-chlorophenyl)ethanone is used as a building block in the synthesis of a wide range of organic compounds. Its versatility and reactivity contribute to the creation of various chemical products, including dyes, pigments, and other specialty chemicals.

InChI:InChI=1/C8H8ClNO/c1-5(11)7-3-2-6(9)4-8(7)10/h2-4H,10H2,1H3

Upstream product

• 675578-62-8 N-(2-acetyl-5-chlorophenyl)-4-methylbenzenesulfonamide 
• 23082-51-1 4'-chloro-2'-nitroacetophenone 
• 917-54-4 methyllithium 
• 89-77-0 2-Amino-4-chlorobenzoic acid 
• 108-42-9 3-chloro-aniline 
• 75-05-8 acetonitrile 
• 38487-86-4 2-amino-4-chlorobenzonitrile 
• 75-16-1 methylmagnesium bromide 
• 41995-04-4 4-chloro-2-nitro-benzoyl chloride 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 635-21-2 5-chloroanthranilic acid 
• 1204652-83-4 tert-butyl (2-acetyl-5-chlorophenyl)carbamate 
• 1198473-06-1 tert-butyl [5-chloro-2-[methoxy(methyl)carbamoyl]phenyl]carbamate 
• 136290-47-6 2-[(tert-butoxycarbonyl)amino]-4-chlorobenzoic acid 

Downstream Products

• 20895-95-8 <2-Acetyl-5-chlor-phenyl-mercapto>-essigsaeure 
• 271248-59-0 1-[4-chloro-2-(2-methylbenzoyl)aminophenyl]ethanone 
• 867164-74-7 7-chloro-4-methyl-2-phenylquinoline 
• 1256263-83-8 1-(4-chloro-2-isocyanophenyl)ethanone 
• 1204652-82-3 7-chloro-1-(2,4-difluorobenzyl)-3-[2-fluoro-3-(trifluoromethyl)phenyl]cinnolin-4(1H)-one 
• 1204652-87-8 3-bromo-7-chloro-1-(2,4-difluorobenzyl)cinnolin-4(1H)-one 
• 1193731-76-8 (S)-6-chloro-3-methylisobenzofuran-1(3H)-one 
• 1363508-25-1 C₉H₈ClNO 
• 1363508-12-6 2-acetyl-5-chlorobenzonitrile 
• 1415591-25-1 C₂₂H₂₁ClN₂O₃S 
• 1080673-55-7 7-chloro-3-(4-methylsulfamoyl-benzyl)-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

A Convenient Formal [4+2] Heterocylization Route to Bis(triflyl)tetrahydroquinolines

We report the sustainable and efficient synthesis of a new type of quinoline derivatives bearing one or two SO2CF3 groups. The protocol is metal-, catalyst- and irradiation-free, involves the use of readily available and stable precursors, and avoids the formation of side products. Also, the mild conditions of the process allow the tolerance of a wide range of functional groups.

Catalytic Asymmetric Addition of Diorganozinc Reagents to Pyrazole-4,5-Diones and Indoline-2,3-Diones

The catalytic enantioselective diorganozinc additions to cyclic diketones including pyrazolin-4,5-diones and isatins have been developed. In the presence of morpholine-containing chiral amino alcohol ligand, the corresponding chiral cyclic tertiary alcohols were produced in good to excellent yields (up to 97 %) and enantioselectivities (up to 95 % ee). The notable feature of this protocol includes its mild reaction conditions, Lewis acid additives free and broad functional group tolerance.

Experimental and Computational Studies on Cp*CyRh(III)/KOPiv-Catalyzed Intramolecular Dehydrogenative Cross-Couplings for Building Eight-Membered Sultam/Lactam Frameworks

Described herein is an unusual Cp*CyRh(III)-catalyzed intramolecular site-specific aryl C-H annulation, a highly chemoselective protocol providing direct access to eight-membered sultams/lactams with broad substrate/functional group tolerance. Experimental and computational studies reveal that such a transformation involves a unique PivOH-assisted aryl C-H activation/alkene insertion/β-H elimination/hydrogen-transfer process involving the Rh(III)-hydride species as the active intermediate with the concomitant release of H2 as the major byproduct, thus enabling the developed Cp*CyRh(III) catalysis with redox-neutral and highly atom-economical features.

Water-Soluble Hypervalent Iodine(III) Having an I-N Bond. A Reagent for the Synthesis of Indoles

A readily accessible and bench-stable water-soluble hypervalent iodine(III) reagent (phenyliodonio)sulfamate (PISA) with an I-N bond was synthesized, and its structure was characterized by X-ray crystallography. With PISA, various indoles were synthesized via C-H amination of 2-alkenylanilines involving an aryl migration/intramolecular cyclization cascade with excellent regioselectivity in aqueous CH3CN. Notably, using this new method as the key step, not only two drug molecules, indometacin and zidometacin, but also another bioactive molecule, pravadoline, were synthesized.

INHIBITORS OF KRAS G12C

Compounds having activity as inhibitors of G12C mutant KRAS protein are provided. The compounds have the following structure (I): or a pharmaceutically acceptable salt, tautomer, prodrug or stereoisomer thereof, wherein R1, R2a, R3a, R3b, R4a, R4b, G1, G2, L1, L2, m1, m2, A, B, W, X, Y, Z and E are as defined herein. Methods associated with preparation and use of such compounds, pharmaceutical compositions comprising such compounds and methods to modulate the activity of G12C mutant KRAS protein for treatment of disorders, such as cancer, are also provided.

Copper-catalyzed trifluoromethylation of alkenes: Synthesis of trifluoromethylated benzoxazines

A simple base and ligand free copper catalyzed method for the construction of trifluoromethylated benzoxazines has been developed by using Umemoto's reagent. It involves the oxidative difunctionalization of alkenes through tandem C-O and C-CF3 bond formations. Furthermore, synthesized benzoxazines were selectively converted into trifluoromethylated allylic and (E)-vinylic benzamides by the treatment of KOtBu and CH3Li, respectively.

Synthesis of 3-Sulfonylamino Quinolines from 1-(2-Aminophenyl) Propargyl Alcohols through a Ag(I)-Catalyzed Hydroamination, (2 + 3) Cycloaddition, and an Unusual Strain-Driven Ring Expansion

We describe herein a silver-catalyzed conversion of 1-(2-aminophenyl)-propargyl alcohols to 4-substituted 3-tosylaminoquinolines using TsN3 as an amino surrogate. Controlled reactions reveal the pathway consisting of Ag(I)-catalyzed 5-exo-dig cyclization, catalyst-free (2 + 3) cycloaddition, and ring-expansive rearrangement via nitrogen expulsion. As a support study, we show that the cyclic enamines in similar conditions produce amidines via a C - C bond migration. (Chemical Equation Presented).

Ru(ii)-catalyzed intermolecular ortho-C-H amidation of aromatic ketones with sulfonyl azides

Ru(ii)-catalyzed intermolecular ortho-C-H amidation of weakly coordinating aromatic ketones with sulfonyl azides is reported. The developed reaction protocol can be extended to various substituted aromatic ketones to afford a wide range of desired C-N bond formation products in good yields.

Discovery of a novel series of 4-quinolone JNK inhibitors

A novel series of highly selective JNK inhibitors based on the 4-quinolone scaffold was designed and synthesized. Structure based drug design was utilized to guide the compound design as well as improvements in the physicochemical properties of the series. Compound (13c) has an IC50 of 62/170 nM for JNK1/2, excellent kinase selectivity and impressive efficacy in a rodent asthma model.

ADAMANTYL COMPOUNDS

The invention relates to JNK inhibitors and corresponding methods, formulations, and compositions for inhibiting JNK and treating JNK-mediated disorders. The application discloses JNK inhibitors, as described below in Formula I: wherein the variables are