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Chemical Structure| 162101-25-9 Chemical Structure| 162101-25-9
Chemical Structure| 162101-25-9

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Descamps, Clarisse ; Bouttier, Vincent ; García, Juan Sanz ; Perron, Quentin ; Tajmouati, Hamza ;

Abstract: In the present work, two reaction-based generative models for molecular design are presented: Growing Optimizer and Linking Optimizer. These models are designed to emulate real-life chemical synthesis by sequentially selecting building blocks and simulating the reactions between them to form new compounds. By focusing on the feasibility of the generated molecules, Growing Optimizer and Linking Optimizer o!er several advantages, including the ability to restrict chemistry to specific building blocks, reaction types, and synthesis pathways, a crucial requirement in drug design. Unlike text-based models, which construct molecules by iteratively forming a textual representation of the molecular structure, and graph-based models, which assemble molecules atom by atom or fragment by fragment, our approach incorporates a more comprehensive understanding of chemical knowledge, making it relevant for drug discovery projects. Comparative analysis with REINVENT 4, a state-of-the-art molecular generative model, shows that Growing Optimizer and Linking Optimizer are more likely to produce synthetically accessible molecules while reaching molecules of interest with the desired properties.

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Product Details of 2,6-Difluorophenylboronic acid

CAS No. :162101-25-9
Formula : C6H5BF2O2
M.W : 157.91
SMILES Code : OB(C1=C(F)C=CC=C1F)O
MDL No. :MFCD00792436
InChI Key :DBZAICSEFBVFHL-UHFFFAOYSA-N
Pubchem ID :2734336

Safety of 2,6-Difluorophenylboronic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2,6-Difluorophenylboronic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 162101-25-9 ]

[ 162101-25-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 479691-42-4 ]
  • [ 162101-25-9 ]
  • [ 1143579-00-3 ]
YieldReaction ConditionsOperation in experiment
87% With potassium fluoride;tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; In tetrahydrofuran; hexane; water; at 20 - 60℃; for 2.0h; (1) Tert-butyl 4-[4-(2,6-difluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylate To a solution of <strong>[479691-42-4]tert-butyl 4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylate</strong> (6.00 g, 20.1 mmol), 2,6-difluorophenyl boronic acid (3.80 g, 24.1 mmol), potassium fluoride (3.5 g, 60.3 mmol) in tetrahydrofuran-water (10:1)(66 ml) was added trisbenzylidene acetone dipalladium (1.80 g, 2.01 mmol) and tri-tert-butylphosphine (10 wt % in hexane) (8.4 g, 4.02 mmol) under nitrogen atmosphere at room temperature, and the mixture was stirred at 60 C. for 2 hours. The reaction solution was cooled to the room temperature, and concentrated. To the residue was poured water, and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by a column chromatography on silica gel (ethyl acetate:hexane=1:5) to obtain the title compound (6.60 g, 87%) as a solid. 1H-NMR (CDCl3) delta: 1.42 (9H, s), 3.32-3.42 (4H, m), 3.72-3.75 (4H, m), 6.84-6.85 (1H, m), 7.22-7.26 (2H, m), 7.54-7.62 (1H, m), 8.51 (1H, d, J=4.9 Hz).
  • 2
  • [ 118289-17-1 ]
  • [ 162101-25-9 ]
  • 2-(2,4-difluorophenyl)-4-formylpyridine [ No CAS ]
 

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