21327-86-6

Usage

Chemical Properties

light yellow powder

InChI:InChI=1/C8H7ClO2/c1-5-3-2-4-6(9)7(5)8(10)11/h2-4H,1H3,(H,10,11)

Upstream product

• 101080-58-4 2-chloro-6-methylbenzamide 
• 99585-14-5 methyl 2-chloro-6-methylbenzoate 
• 118-91-2 ortho-chlorobenzoic acid 
• 74-88-4 methyl iodide 
• 56043-01-7 2-amino-6-methylbenzonitrile 
• 6575-09-3 2-chloro-6-methyl-benzonitrile 
• 118-90-1 ortho-methylbenzoic acid 
• 7758-19-2 sodium chlorite 
• 1194-64-5 2-chloro-6-methylbenzaldehyde 
• 5100-98-1 1-chloro-2-iodo-3-methylbenzene 
• 69190-56-3 2-bromo-1-chloro-3-methylbenzene 
• 387-45-1 2-chloro-6-fluorobenzaldehyde 
• 77491-27-1 (methyl-d3)magnesium bromide 
• 201230-82-2 carbon monoxide 

Downstream Products

• 121618-89-1 2-methyl-6-(2-methoxyphenoxy)benzoic acid 
• 89894-44-0 2-chloro-6-methylbenzoyl chloride 
• 107410-53-7 2-chloro-6-methylbenzophenone 
• 412297-08-6 2-amino-6-methyl-3-nitro-benzophenone 
• 854024-26-3 2-chloro-6-methyl-3-nitro-benzophenone 
• 854024-36-5 2-chloro-6,4'-dimethyl-3-nitro-benzophenone 
• 854020-52-3 2-amino-6,4'-dimethyl-3-nitro-benzophenone 
• 401905-32-6 C₂₇H₂₄ClN₃O₅ 
• 857870-09-8 N-(2-chloro-6-methylbenzoyl)-4-(6-iodo-1-methyl-2,4-quinazoline-dione-3-yl)-L-phenylalanine methylester 
• 409127-28-2 (2S)-2-(2-chloro-6-methyl-benzoylamino)-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl] propionic acid ethylester 
• 343850-96-4 N-[(2-chloro-6-methylphenyl)carbonyl]-4-[1,3-dimethyl-2,4-dioxo-6-(trifluoromethyl)-5-pyrimidinyl]-L-phenylalanine 
• 343850-67-9 (2S)-2-[(2-chloro-6-methylbenzoyl)amino]-3-[4-(1,3,4-trimethyl-2,6-dioxopyrimidin-5-yl)phenyl]propanoic acid 
• 343851-04-7 N-[(2-chloro-6-methylphenyl)carbonyl]-4-(1,3-dimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester 
• 343981-05-5 N-[(2-chloro-6-methylphenyl)carbonyl]-4-(5-chloro-1-methyl-2-oxo-3-pyridinyl)-L-phenylalanine methyl ester 

Relevant academic research and scientific papers

Method for preparing polysoproxil intermediate

The method comprises the following steps: (1). A hydrogen chloride salt of 2 - chlorine -6 - methylaniline compound 1 is prepared by taking 2 - chlorine -6 - methylaniline compound 1 as a raw material in a suitable solvent, and then subjected to diazotization reaction with a nitration reagent aqueous solution to obtain the diazonium salt 2 - chloro -6 - methylaniline. The iodine-containing reagent is reacted with an iodo reagent to obtain 3 -chloro -2 -iodotoluene compound 2. (2), the compound 2 is reacted with the reactant cyanide to give 2 -chloro -6 -iodo-benzonitrile compound 3. (3), the compound 3 undergoes a hydrolysis reaction to obtain 2 - chloro -6 - methyl benzoic acid compound 4, and the reaction equation is as follows. The method has the advantages of cheap and easily available raw materials, high reaction conversion rate, simplicity and rapidness, mild and controllable reaction conditions, mild reaction conditions, high yield of the obtained product, easy separation and purification, high purity and easy industrial mass production.

ISOTOPOLOGUES OF ISOQUINOLINONE AND QUINAZOLINONE COMPOUNDS AND USES THEREOF AS PI3K KINASE INHIBITORS

Provided are isotopologues of isoquinolinone and quinazolinone compounds of formula (ΑΒ') that modulate PI3 kinase activity, processes for the preparation of the compounds, pharmaceutical compositions comprising the compounds, and methods of treatment of

Flow carbonylation of sterically hindered ortho-substituted iodoarenes

The flow synthesis of ortho-substituted carboxylic acids, using carbon monoxide gas, has been studied for a number of substrates. The optimised conditions make use of a simple catalyst system compromising of triphenylphosphine as the ligand and palladium acetate as the pre-catalyst. Carbon monoxide was introduced via a reverse "tube-in-tube" flow reactor at elevated pressures to give yields of carboxylated products that are much higher than those obtained under normal batch conditions.

PHARMACEUTICAL COMPOSITION AND PROCESS

There is provided a formulation comprising N-(2-chloro-6-methylbenzoyl)-4- [(2,6-dichlorobenzoyl)amino]-L-phenylalanine-2(diethylamino)ethyl ester and poloxamer 188 which is manufactured by a hot melt process.

Ortholithiation of unprotected benzoic acids: Application for novel 2-chloro-6-substituted benzoic acid syntheses

2-Chloro-6-substituted benzoic acids of the type 2a-h were prepared by the tandem metallation sequence from 2-chlorobenzoic acid 1 with the 1:1 complex secbutyllithium/TMEDA in THF at -78°C followed by quenching with electrophiles.

Process development of an inherently safer oxidation: Synthesis of 2-chloro-6-methylbenzoic acid in the R411 manufacturing process

Many oxidation reactions can be hazardous when run on large scale. The manufacturing process for the production of R411, a developmental compound indicated for the treatment of asthma, includes the oxidation of 2-chloro-6-methylbenzaldehyde to the corresponding carboxylic acid. The use of sodium chlorite in this transformation was efficient and economical, but there were safety concerns regarding the use of hydrogen peroxide to scavenge unwanted hypochlorite, which was generated as a byproduct of the reaction. During the development of the R411 manufacturing process, an inherently safer oxidation system was discovered using a stoichiometric quantity of dimethyl sulfoxide (DMSO) as scavenger. The new process provided equivalent yields and purities to the hydrogen peroxide procedure, thus maintaining the economic viability of the process. The developed process was demonstrated in fixed equipment on a 300 gal scale.

DIBENZOCYCLOHEPTENE COMPOUND

The present invention discloses a dibenzocycloheptene compound represented by the formula (I): ???wherein R1: hydrogen atom, halogen atom, etc., R2: hydrogen atom, halogen atom, etc., A: 5-membered or 6-membered heteroaromatic ring group containing 1 to 3 hetero atom(s) selected from the group consisting of nitrogen atom, oxygen atom and sulfur atom, and the heteroaromatic ring group, etc. may have halogen atom, nitrogen atom, etc. as substituent(s), B: formula; -CH=CH-, formula; -CH2O-, etc., Y: C1-C10 alkylene group which may have halogen atom, etc. as substituent(s), etc., Z: carboxyl group which may be protected, etc., m: an integer of 1 to 4, n: an integer of 1 to 3, ???------ represents a single bond or a double bond, or a pharmaceutically acceptable salt thereof and a medical composition containing the same as an effective ingredient which has leukotriene C4 antagonistic action and leukotriene E4 antagonistic action in addition to potent leukotriene D4 antagonistic action, and useful as antiasthmatic agent, antiallergic agent and anti-inflammatory agent.

Process for the preparation of 2-halobenzoic acids

The present invention provides a process for producing 2-halobenzoic acids of the general formula (I), characterized by reacting a benzoic acid of formula (II) with a halogenating agent in the presence of Pd catalyst: (wherein A is —OH, —OM (M is alkali metal), —N(R6)R7 (R6 and R7 are each H, C1-C6 alkyl, optionally substituted phenyl, or the like) ; R is H, C1-C6 alkyl, C1-C6 alkylcarbonyl, carboxyl, C1-C12 alkoxycarbonyl, optionally substituted phenylcarbonyl, or the like; n is 0 to 4; X is Cl, Br or I, or alternatively (R)n may be present on benzene-constituting carbon atoms adjacent to each other and form a C3-C4 alkylene- or C3-C4 alkenylene-fused ring).

Two efficient methods for the preparation of 2-chloro-6-methylbenzoic acid

Two efficient methods for the preparation of 2-chloro-6-methylbenzoic acid were developed: one based on nucleophilic aromatic substitution and the other based on carbonylation. In the first approach, 2-chloro-6-fluorobenzaldehyde was converted to its n-butylimine, then treated with 2 equiv of methylmagnesium chloride in THF to give, after hydrolysis, 2-chloro-6-methylbenzaldehyde. Subsequent oxidation of this compound gave the title compound in 85% overall yield. In the second approach, 3-chloro-2-iodotoluene was efficiently carbonylated in methanol to give methyl 2-chloro-6-methylbenzoate, which after hydrolysis afforded the title compound in 94% yield (84% yield after recrystallization). The carbomethoxylation proceeded smoothly even at a high substrate-to-Pd ratio of 10 000. Both methods do not require isolation of intermediates and are suitable for the preparation of kilogram quantities of 2-chloro-6-methylbenzoic acid.

N-aroylphenylalanine derivative VCAM-1 inhibitors

Compounds of the formula: are disclosed which have activity as inhibitors of binding between VCAM-1 and cells expressing VLA-4. Such compounds are useful for treating diseases whose symptoms and/or damage are related to the binding of VCAM-1 to cells expr