62985-52-8

Usage

InChI:InChI=1/C14H18O3/c1-5-17-13(16)11-8-6-10(7-9-11)12(15)14(2,3)4/h6-9H,5H2,1-4H3

Upstream product

• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 3282-30-2 pivaloyl chloride 
• 32018-31-8 4-pivaloyl-benzoic acid 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 630-19-3 pivalaldehyde 
• 131379-16-3 4-(ethoxycarbonyl)phenylzinc iodide 

Downstream Products

• 1094060-92-0 methyl 4-{2,2-dimethyl-1-[4-(1-pyrimidin-2-ylpropoxy)phenyl]propyl}benzoate 
• 1094060-69-1 4-(4-{2,2-dimethyl-1-[4-(pyridin-2-ylmethoxy)phenyl]propyl}phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one 
• 1094060-70-4 N-(4-{2,2-dimethyl-1-[4-(pyridin-2-ylmethoxy)phenyl]propyl}phenyl)-2-formylhydrazinecarboxamide 
• 1094060-44-2 2-[(4-{1-[4-(1H-tetrazol-1-yl)phenyl]-2,2-dimethylprop-1-yl}phenoxy)methyl]pyridine 
• 1094060-18-0 4-{1-[4-(pyridin-2-ylmethoxy)phenyl]-2,2-dimethylprop-1-yl}aniline 
• 1094060-17-9 tert-butyl (4-{1-[4-(pyridin-2-ylmethoxy)phenyl]-2,2-dimethylprop-1-yl}phenyl)carbamate 
• 1094060-16-8 2-[(4-{1-[4-(4H-1,2,4-triazol-4-yl)phenyl]-2,2-dimethylprop-1-yl}phenoxy)methyl]pyridine 
• 1094061-44-5 6-(4-{2,2-dimethyl-1-[4-(pyridin-2-ylmethoxy)phenyl]propyl}phenyl)imidazo[2,1-b][1,3,4]thiadiazole 
• 1094043-18-1 2-[(4-{2,2-dimethyl-1-[4-(1H-1,2,3-triazol-4-yl)phenyl]propyl}phenoxy)methyl]pyridine 
• 1094043-16-9 4-{2,2-dimethyl-1-[4-(pyridin-2-ylmethoxy)phenyl]propyl}benzaldehyde 
• 1094043-15-8 (4-{2,2-dimethyl-1-[4-(pyridin-2-ylmethoxy)phenyl]propyl}phenyl)methanol 
• 1094052-01-3 5-(4-{2,2-dimethyl-1-[4-(pyridin-2-ylmethoxy)phenyl]propyl}phenyl)-1,3.4-thiadiazol-2-amine 
• 1094052-00-2 2-(4-{2,2-dimethyl-1-[4-(pyridin-2-ylmethoxy)phenyl]propyl}benzoyl)hydrazinecarbothioamide 
• 1094042-69-9 tert-butyl 4-[(4-{2,2-dimethyl-1-[4-(pyridin-2-ylmethoxy)phenyl]propyl}benzoyl)amino]piperidine-1-carboxylate 

Relevant academic research and scientific papers

Practical one-pot preparation of ketones from aryl and alkyl bromides with aldehydes and DIH via Grignard reagents

Various diaryl ketones, alkyl aryl ketones, and dialkyl ketones were efficiently prepared in good yields by the reactions of the Grignard reagents derived from aryl or alkyl bromides, followed by the reactions with aromatic or aliphatic aldehydes and the subsequent treatment with 1,3-diiodo-5,5- dimethylhydantoin and K2CO3, in a one-pot method. The same treatment of aromatic bromides bearing electron-withdrawing groups, such as ester, nitrile, ketone, and nitro groups with i-PrMgCl·LiCl or PhMgCl instead of Mg, also provided the corresponding diaryl and alkyl aryl ketones in good yields. The above methods are simple and practical transition-metal-free methods for the preparation of various diaryl ketones and alkyl aryl ketones bearing electron-rich aromatic groups and electron-deficient aromatic groups, as well as dialkyl ketones.

SUBSTITUTED HYDROXAMIC ACIDS AND USES THEREOF

This invention provides compounds of formula (I): wherein ring A, X1, X2, X3, R2, R4b, R10, and G have values as described in the specification, useful as inhibitors of HDAC6. The invention also provides pharmaceutical compositions comprising the compounds of the invention, and methods of using the compositions in the treatment of proliferative, inflammatory, infectious, neurological or cardiovascular diseases or disorders.

Preparation of polyfunctional arylmagnesium, arylzinc, and benzylic zinc reagents by using magnesium in the presence of LiCl

The presence of LiCl considerably facilitates the insertion of magnesium into various aromatic and heterocyclic bromides. Several functional groups, such as -OBoc, -OTs, -Cl, -F, -CF3, -OMe, -NMe2, and -N 2NR2, are well tolerated. The presence of a cyano group leads in some cases to competitive reduction of the organic halide to the corresponding ArH compound. The presence of sensitive groups such as methyl or ethyl ester is tolerated upon in situ trapping of the intermediate magnesium reagent with ZnCl2. This method can also be applied to the preparation of functionalized benzylic zinc reagents from benzylic chlorides. In the case of di- or tribromoaryl derivatives, directing groups such as -OPiv, -OTs, -N2NR2, or -OAc orient the zinc insertion (Zn/LiCl) to the ortho-position, while the reaction with Mg/LiCl or Mg/LiCl/ZnCl 2 leads to regioselective insertion into the para-carbon-bromine bond. Large-scale experiments (20-100 mmol) for all of the metalation procedures are described.

Convenient preparation of polyfunctional aryl magnesium reagents by a direct magnesium insertion in the presence of LiCl

(Chemical Equation Presented) In the footsteps of Victor Grignard: The simple LiCl-mediated insertion of magnesium into aryl chlorides and bromides at moderate temperatures leads to functionalized organomagnesium reagents (see scheme). An unprecedented range of functional groups may be present in the substrates (e.g. CN, CO2R, OTs, OBoc; Ts=p-toluenesulfonyl, Boc=tert-butylcarbonyloxy).

DIPHENYL SUBSTITUTED ALKANES

The instant invention provides compounds of Formula I which are 5-lipoxygenase activating protein inhibitors: formula (I). Compounds of Formula I are useful as anti-atherosclerotic, anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.

DIPHENYL SUBSTITUTED ALKANES

The instant invention provides compounds of Formula (I), which are 5-lipoxygenase activating protein inhibitors. Compounds of Formula (I) are useful as anti-atherosclerotic, anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.

Sterically hindered lithium dialkylcuprates for the generation of highly functionalized mixed cuprates through a halogen-copper exchange

Even aldehyde and ketone functions are tolerated in mixed organocuprates prepared by copper-halogen exchange using (Me3CCH2)2CuLi (Neopent2CuLi) or (PhMe2CCH2)2CuLi (Neophyl2CuLi). The steric hindrance of the neopentyl and neophyl groups is essential to ensure the chemoselectivity of the reaction (see scheme), and therefore allows a general preparation of polyfunctionalized organocuprates.

Alkanoyl substituted benzoic acids and esters

Alkanoyl substituted benzoic acids and esters, e.g., p-pivaloyl ethyl benzoate, are prepared by oxidizing alkanoyl substituted toluene and reacting with lower alkanols and are useful as hypolipidemic, anti-obesity, and anti-diabetic agents.