Category: 6942-39-8

Plunkett, Shane; DeRatt, Lindsey G.; Kuduk, Scott D.; Balsells, Jaume published the artcile< Synthesis of 4-Alkylated Isocoumarins via Pd-Catalyzed α-Arylation Reaction>, Safety of Methyl 2-bromo-5-fluorobenzoate, the main research area is isocoumarin preparation; palladium catalyst cyclocondensation aldehyde halobenzoate.

A convergent method for the rapid preparation of substituted isocoumarins such as I is reported. The transformation takes advantage of a spontaneous intramol. cyclization that follows the Pd-catalyzed α-arylation of aldehydes such as butyraldehyde and ketones (cyclohexanone and 2,3-dihydro-4-benzopyranone) with 2-halobenzoic esters such as Me 2-bromo-5-methoxybenzoate. The reaction uses an air-stable, single-component palladium catalyst (Xantphos Pd G3) and provides access to 4-alkylated isocoumarins in one step from com. starting materials. The applicability of the method using both cyclic and linear ketones as well as transformations of the isocoumarin core is also demonstrated.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Safety of Methyl 2-bromo-5-fluorobenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shang, Yong; Wu, Chenggui; Gao, Qianwen; Liu, Chang; Li, Lisha; Zhang, Xinping; Cheng, Hong-Gang; Liu, Shanshan; Zhou, Qianghui published the artcile< Diversity-oriented functionalization of 2-pyridones and uracils>, Product Details of C8H6BrFO2, the main research area is alkyl pyridone aryl preparation; aryl thymine alkyl preparation; pyridone alkyl halide alkene alkylation; alkene aryl halide pyridone arylation.

A palladium/norbornene cooperative catalysis enabled dual-functionalization of iodinated 2-pyridones I (R = H, Me, Bn, mesityl, MOM, PMB; R1 = CH3, F, Cl, CH2OCH3, CH2C(O)2CH3, 4-ethoxy-4-oxobutyl) and uracils like 6-iodo-1,3-bis(phenylmethyl)-2,4(1H,3H)-pyrimidinedione and 5-iodo-1,3-bis(phenylmethyl)-2,4(1H,3H)-pyrimidinedione. The success of this research depends on the use of two unique norbornene derivatives as the mediator. Readily available alkyl halides R2X (R2 = Me, 4-ethoxy-4-oxobutyl, Bn, etc.; X = Br, I)/tosylate like Me tosylate and aryl bromides R2Br are utilized as ortho-alkylating and -arylating reagents, resp. Widely accessible ipso-terminating reagents, including H/DCO2Na, boronic acid like methylboronic acid/ester like pinacol phenylboronate, terminal alkene R3CH=CH2 (R3 = CH3, CH=CHC6H5, CH=CH2, etc.) and alkyne like triisopropylsilylethyne are compatible with this protocol. Thus, a large number of valuable 2-pyridone derivatives, II including deuterium/CD3-labeled 2-pyridones, bicyclic 2-pyridones, 2-pyridone-fenofibrate conjugate, axially chiral 2-pyridone (97% ee), as well as uracil and thymines III and 1,3-dibenzyl-6-methyl-5-((triisopropylsilyl)ethynyl)pyrimidine-2,4(1H,3H)-dione can be quickly prepared in a predictable manner (79 examples reported), which will be very useful in new drug discovery.

Nature Communications published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Product Details of C8H6BrFO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Da, Ya-jing; Yuan, Wei-dong; Xin, Ting; Nie, Yong-yan; Ye, Ying; Yan, Yi-Jia; Liang, Li-sha; Chen, Zhi-long published the artcile< Synthesis and biological evaluation of new fluorine substituted derivatives as angiotensin II receptor antagonists with anti-hypertension and anti-tumor effects>, Category: bromides-buliding-blocks, the main research area is fluorine compound preparation angiotensin II receptor antagonist SAR; antihypertensive antitumor losartan fluorinated derivative preparation SAR.

The synthesis and pharmaceutical activity of new potent non-tetrazole angiotensin II (Ang II) receptor antagonists were described. These compounds were fluorine substituted derivatives of Losartan, Valsartan and Irbesartan with carboxylic acid group as replacements to the known potent tetrazole moiety at the 2′-biphenyl position. Their activities were evaluated by Ang II receptor binding assay as well as by in vivo assay. All of the synthesized compounds showed nanomolar affinity for the AT1 receptor subtype. The vivo biol. evaluation showed that compounds 1a, 2 and 4 (I) produced a dose-dependent antihypertensive effect both in spontaneously hypertensive rats (SHR) and renal hypertensive rats (RHR). Compound 4 especially showed an efficient and long-lasting effect in reducing blood pressure which can last more than 24 h at dose of 10 mg/kg in SHR, which was much better than control Losartan and Valsartan. Compound 4 can also inhibit the prostate cancer in vitro and in vivo. So compound 4 was selected for in-depth investigation as potent, novel and long-lasting non-tetrazole anti-hypertension and anti-tumor drug candidate.

Bioorganic & Medicinal Chemistry published new progress about Angiotensin II receptor antagonists. 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tanimoto, Kouichi; Nakagawa, Naomichi; Takeda, Kazutaka; Kirihata, Mitsunori; Tanimori, Shinji published the artcile< A convenient one-pot access to phenanthridinones via Suzuki-Miyaura cross-coupling reaction>, Product Details of C8H6BrFO2, the main research area is phenanthridinone preparation Suzuki Miyaura coupling aminophenylboronic acid halobenzoate.

A convenient one-step access to biol. important phenanthridinones has been realized based upon Suzuki-Miyaura cross-coupling reaction. Reactions of 2-aminophenylboronic acid with 2-halobenzoate took place smoothly to afford substituted phenanthridinones in excellent yields in the presence of palladium(II) acetate and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (SPhos) as pre-catalysts. A natural product phenaglydon was synthesized in one-pot manner from readily available starting materials in 95% yield.

Tetrahedron Letters published new progress about Aromatic carboxylic acids, esters Role: RCT (Reactant), RACT (Reactant or Reagent). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Product Details of C8H6BrFO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Song-Lin; Yu, Ze-Long published the artcile< Divergent synthesis of indoles, oxindoles, isocoumarins and isoquinolinones by general Pd-catalyzed retro-aldol/α-arylation>, Safety of Methyl 2-bromo-5-fluorobenzoate, the main research area is indole oxindole isocoumarin isoquinolinone preparation; aryl halide hydroxy carbonyl retro aldol arylation palladium catalyst.

Divergent synthesis of indoles I (R = H, 6-CH3, 5-F, etc.; R1 = CH3, C6H5), oxindoles II, isocoumarins e.g., III and isoquinolinones IV (R2 = CH3, C6H5) is described in this report by using a general Pd-catalyzed tandem reaction of β-hydroxy carbonyl compounds R3C(O)CH2C(R4)(OH)CH3 (R3 = CH3, C6H5, OCH3CH2; R4 = CH3, C6H5) with aryl halides bearing an ortho-nitro, -ester or -cyano substituent e.g., Me 2-chloropyridine-3-carboxylate. A key retro-aldol/α-arylation reaction is involved that merges classic Pd cross-coupling chem. with novel Pd-promoted retro-aldol C-C activation to produce α-arylated ketones or esters. Subsequent intramol. condensation of the carbonyl with the ortho-synthon gives target heterocycles I, II, e.g., III and IV. The use of common, com. available and cheap substrates and catalyst system adds addnl. synthetic advantages to the conceptual significance.

Organic & Biomolecular Chemistry published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Safety of Methyl 2-bromo-5-fluorobenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Koike, Tatsuki; Yoshikawa, Masato; Ando, Haruhi Kamisaki; Farnaby, William; Nishi, Toshiya; Watanabe, Etsurou; Yano, Jason; Miyamoto, Maki; Kondo, Shigeru; Ishii, Tsuyoshi; Kuroita, Takanobu published the artcile< Discovery of Soticlestat, a Potent and Selective Inhibitor for Cholesterol 24-Hydroxylase (CH24H)>, Computed Properties of 6942-39-8, the main research area is arylpyridine derivative soticlestat preparation drug design; cholesterol 24 hydroxylase inhibitor.

Cholesterol 24-hydroxylase (CH24H, CYP46A1), a brain-specific cytochrome P 450 (CYP) family enzyme, plays a role in the homeostasis of brain cholesterol by converting cholesterol to 24S-hydroxycholesterol (24HC). Despite a wide range of potential of CH24H as a drug target, no potent and selective inhibitors have been identified. Here, authors report on the structure-based drug design (SBDD) of novel 4-arylpyridine derivatives based on the X-ray co-crystal structure of hit derivative I. Optimization of 4-arylpyridine derivatives led authors to identify (4-benzyl-4-hydroxypiperidin-1-yl)(2,4′-bipyridin-3-yl)methanone (soticlestat, also known as TAK-935), (IC50 = 7.4 nM) as a highly potent, selective, and brain-penetrant CH24H inhibitor. Following oral administration to mice, soticlestat resulted in a dose-dependent reduction of 24HC levels in the brain (1, 3, and 10 mg/kg). Soticlestat is currently under clin. investigation for the treatment of Dravet syndrome and Lennox-Gastaut syndrome as a novel drug class for epilepsies.

Journal of Medicinal Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Computed Properties of 6942-39-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Vishnumurthy, Kodumuru; Makriyannis, Alexandros published the artcile< Novel and efficient one-step parallel synthesis of dibenzopyranones via Suzuki-Miyaura cross coupling>, Reference of 6942-39-8, the main research area is dibenzopyranone preparation; bromoarylcarboxylate hydroxyarylboronic acid Suzuki Miyaura coupling lactonization.

Microwave-promoted novel and efficient one-step parallel synthesis of dibenzopyranones and heterocyclic analogs from bromo arylcarboxylates and o-hydroxyarylboronic acids via Suzuki-Miyaura cross coupling reaction is described. Spontaneous lactonization gave dibenzopyranones and heterocyclic analogs bearing electron-donating and -withdrawing groups on both aromatic rings in good to excellent yields.

Journal of Combinatorial Chemistry published new progress about Aromatic carboxylic acids, salts Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Reference of 6942-39-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary