79606-44-3

Upstream product

• 403-43-0 4-fluorobenzoyl chloride 
• 108-18-9 diisopropylamine 
• 92197-18-7 N, N-diisopropyl-O-benzoyl hydroxylamine 
• 459-57-4 4-fluorobenzaldehyde 
• 456-22-4 4-Fluorobenzoic acid 
• 5419-55-6 Triisopropyl borate 
• 1194-02-1 4-fluorobenzonitrile 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 4111-54-0 lithium diisopropyl amide 

Downstream Products

• 1557178-58-1 2-cyano-4-fluoro-N,N-diisopropylbenzamide 
• 868995-82-8 2-(4-aminopyridin-3-yl)-4-fluoro-N,N-diisopropylbenzamide 
• 1392473-16-3 4-fluoro-2-hydroxy-N,N-diisopropylbenzamide 
• 1225544-91-1 N,N-diisopropyl-4-fluoro-2-formylbenzamide 
• 1225544-94-4 N,N-diisopropyl-4-fluoro-2-(hydroxymethyl)benzamide 
• 868995-81-7 2-[(diisopropylamino)carbonyl]-5-fluorophenylboronic acid 

Relevant academic research and scientific papers

PREPARATION METHOD FOR DEUTERATED MACROCYCLIC COMPOUND

Provided are a compound as represented by formula (D) and a preparation method therefor, where X2 is a halogen, Pg is selected from H and an amino protecting group, such as Cbz, Boc, Fmoc, Alloc, Teoc, methoxycarbonyl or ethoxycarbonyl. Also pr

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Synthesis method of rosastat intermediate

The invention provides a synthesis method of a rosustat intermediate, and belongs to the technical field of isoquinoline-containing cyclic compounds. P-fluorobenzoyl chloride is used as a raw material, reacts with acetaldehyde after hydrogen is removed fr

Synthesis method of aromatic amide compound

The invention discloses a synthesis method of an aromatic amide compound, and belongs to the technical field of chemical synthesis. The synthesis method comprises the following steps: reacting an aldehyde compound, an O-benzoyl hydroxylamine compound and peroxide in an atmosphere for 6-10 h; and sequentially filtering, washing, drying and carrying out column chromatography separation and purification on the reaction solution after the reaction is finished to obtain the aromatic amide product. The method is direct, simple and efficient, the substrate universality is good, and the obtained aromatic amide compound has great applications in the fields of medicines, pesticides and high polymer materials.

Identification of key functionalization species in the Cp?Ir(iii)-catalyzed-: ortho halogenation of benzamides

Cp?Ir(iii) complexes have been shown to be effective for the halogenation of N,N-diisopropylbenzamides with N-halosuccinimide as a suitable halogen source. The optimized conditions for the iodination reaction consist of 0.5 mol% [Cp?IrCl2]2 in 1,2-dichlor

Preparation method of acetylation intermediate of (S)-5-fluoro-3-methylisobenzofuran-3-one

The invention provides a preparation method of an acetylation intermediate of (S)-5-fluoro-3-methylisobenzofuran-3-one. The method comprises the following steps: (1) performing a reaction on a fluoroaromatic compound and a metal organic reagent to obtain

Amide Effects in C?H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O???K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C?H activation/borylation.

Developing an Asymmetric Transfer Hydrogenation Process for (S)-5-Fluoro-3-methylisobenzofuran-1(3H)-one, a Key Intermediate to Lorlatinib

Synthesis of (S)-5-fluoro-3-methylisobenzofuran-1(3H)-one (6), a key intermediate to lorlatinib, is described. A few synthetic methodologies, that is, boron reduction, enzymatic reduction, asymmetric hydrogenation, and asymmetric transfer hydrogenation, were evaluated for the chiral reduction of the substituted acetophenone intermediate (8). A manufacturing process, on the basis of the asymmetric transfer hydrogenation, was developed. This process was successfully scaled up to prepare 400 kg of 6.

Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation

Arene amination is achieved by site-selective C-H zincation followed by copper-catalyzed coupling with O-benzoylhydroxylamines under mild conditions. Key to this success is ortho-zincation mediated by lithium amidodiethylzincate base that is effective for a wide range of arenes, including nonactivated arenes bearing simple functionalities such as fluoride, chloride, ester, amide, ether, nitrile, and trifluoromethyl groups as well as heteroarenes including indole, thiophene, pyridine, and isoquinoline. An analogous C-H azidation is also accomplished using azidoiodinane for direct introduction of a useful azide group onto a broad scope of arenes and heteroarenes. These new transformations offer rapid access to valuable and diverse chemical space of aminoarenes. Their broad applications in organic synthesis and drug discovery are demonstrated in the synthesis of novel analogues of natural product (-)-nicotine and antidepressant sertraline by late-stage amination and azidation reactions.

Manufacturing synthesis of 5-substituted phthalides

A manufacturing synthesis of 5-chlorophthalide has been elaborated. The key step of the procedure is ortho-lithiation of 4-chloro-N,N-diisopropylbenzamide, followed by formylation with dimethyl formamide. Reduction of the formyl moiety and subsequent ring