128071-77-2 | Pyridine-derivatives

Mallet, Marc’s team published research in Journal of Organometallic Chemistry in 382 | CAS: 128071-77-2

Journal of Organometallic Chemistry published new progress about 128071-77-2. 128071-77-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Fluoride,Bromide,Aldehyde,Pyridine, name is 4-Bromo-2-fluoronicotinaldehyde, and the molecular formula is C6H3BrFNO, Related Products of pyridine-derivatives.

Mallet, Marc published the artcileMigration of lithium in a series of pyridines: double catalysis and reforming. Access to derivatives of 2-bromo-3-lithiopyridine and 4-bromo-2-halo-3-lithiopyridines, Related Products of pyridine-derivatives, the publication is Journal of Organometallic Chemistry (1990), 382(3), 319-32, database is CAplus.

The lithium of an organolithio-pyridinic derivative can be moved from one position to another by an intermol. reaction. Two new reactions are possible for pyridinic organic synthesis; their isomerization of any lithio derivative to a more stable one, and a reaction that transforms a mixture of various bromo-lithio derivatives into a single one. The processes involved and the exptl. tools used are described in terms of the 2-bromo-3-lithio- and 4-bromo-2-halogeno-3-lithiopyridines derivatives synthesis. Thus, 2,6-dibromopyridine was treated with Me₃CLi and (Me₂CH)₂NH in THF followed by DMF to give 40% 2-bromo-3-pyridinecarboxaldehyde.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Share a compound : 4-Bromo-2-fluoronicotinaldehyde

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-77-2, 4-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.128071-77-2, name is 4-Bromo-2-fluoronicotinaldehyde, molecular formula is C6H3BrFNO, molecular weight is 204, as common compound, the synthetic route is as follows.Safety of 4-Bromo-2-fluoronicotinaldehyde

To a solution of ethyl prop-2-ynoate (2.92 g, 29.8 mmol) in THF (100 mL) at -78 C under N2was added LDA (14.9 mL of a 2M solution in THF/heptane/ethylbenzene, 29.8 mmol) dropwise. The mixture was stirred at -78 C for 20 minutes and a solution of 4-bromo-2-fluoro-pyridine-3-carbaldehyde (5.79 g, 28.38 mmol) in THF was added. The mixture was stirred at -78 C for 1 h and the reaction was quenched by the addition of saturated aqueous NH4C1 (100 mL). The mixture was extracted with EtOAc (3 x 100 mL) and the combined organics were dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography to give the title compound (1.47 g, 4.87 mmol, 17% yield) as a red oil. LCMS m/z = 302.0 [M+Hf ?H NMR (400 MHz, CDC13):oe ppm 1.32 (t, J = 7.2 Hz, 3 H), 3.08 (dd, J = 9.2, 2.8 Hz, 1H), 4.26 (q, J = 7.2 Hz, 2H), 6.04 (dd, J =9.1, 1.9 Hz, 1H), 7.49-7.44 (m, 1H), 8.05 (dd, J = 5.3, 0.8 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-77-2, 4-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; SEMPLE, Graeme; REN, Albert S.; SCHRADER, Thomas O.; KASEM, Michelle; ZHU, Xiuwen; (182 pag.)WO2018/35477; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 128071-77-2

The synthetic route of 128071-77-2 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 128071-77-2, name is 4-Bromo-2-fluoronicotinaldehyde, the common compound, a new synthetic route is introduced below. Computed Properties of C6H3BrFNO

Intermediate 25A4-bromo- I -(2-fluorophenyl)- I H-pyrazolo[3,4-b]pyridine 3.70 g (18.14 mmo[) 4-Bromo-2-f[uoronicotina[dehyde and 2.29 g (18.14 mmo[) (2- f[uoropheny[)hydrazine were disso[ved in 82.6 mL 2-methy[propanenitri[e. After addition of 17.74 g (54.44 mmo[) cesium carbonate the reaction mixture was stirred for 4 hours at room temperature to a[[ow comp[ete reaction to the intermediatehydrazone (safety reasons). Stirring was now continued over night at 120 C. Due to an incomp[ete reaction stirring was continued for 65 hours at 120 C. The reaction mixture was di[uted with water and extracted twice with dich[oromethane. The combined organic extracts were washed with brine and dried (sodium carbonate). After evaporation of the so[vent the residue was purified by chromatography(si[icage[, e[uents: ethy[ acetate hexane) yie[ding 1.80 g (33.3%) of the tit[e compound.UPLC-MS: RT = 1.23 mm; mz = 292 4 (ES+, M+1)

The synthetic route of 128071-77-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HEISLER, Iring; MUeLLER, Thomas; GOLZ, Stefan; TELSER, Joachim; REHWINKEL, Hartmut; SIEBENEICHER, Holger; BUCHMANN, Bernd; ZORN, Ludwig; EIS, Knut; KOPPITZ, Marcus; LINDNER, Niels; HEROULT, Melanie; NEUHAUS, Roland; WO2013/182612; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 128071-77-2

The synthetic route of 128071-77-2 has been constantly updated, and we look forward to future research findings.

Share a compound : 128071-77-2

With the rapid development of chemical substances, we look forward to future research findings about 128071-77-2.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 128071-77-2, name is 4-Bromo-2-fluoronicotinaldehyde, molecular formula is C6H3BrFNO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Formula: C6H3BrFNO

A mixture of 4-bromo-2-fluoro- pyridine-3-carbaldehyde (2.04 g, 10.0 mmol, 1.0 eq.), methylhydrazine (1.05 mL, 20.0 mmol, 2.0 eq.) and DIEA (3.48 mL, 20.0 mmol, 2.0 eq.) in MeCN (50 mL, 0.2 M) was stirred at 50 C. After 1 h, the mixture was diluted with EtOAc and washed with water (2x). The aqueous layer was extracted with EtOAc (3x). The combined extracts were washed with brine, dried over Na2S04, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel (0-60% EtOAc/hexanes) afforded the title compound as a white crystalline solid (1.73 g, 82%). XH NMR (400 MHz, CDCI3) delta 8.36 (d, J= 4.9 Hz, 1H), 8.04 (s, 1H), 7.33 (d, J = 4.9 Hz, 1H), 4.18 (s, 3H); ES-MS [M+l]+: 214.2.

With the rapid development of chemical substances, we look forward to future research findings about 128071-77-2.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; CONN, P., Jeffrey; BOLLINGER, Katrina A.; ENGERS, Darren W.; BLOBAUM, Anna L.; ENGERS, Julie L.; ROOK, Jerri M.; (96 pag.)WO2018/63552; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 128071-77-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-77-2, 4-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Electric Literature of 128071-77-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 128071-77-2, name is 4-Bromo-2-fluoronicotinaldehyde. A new synthetic method of this compound is introduced below.

A mixture of 4-bromo-2-fluoropyridine-3-carbaldehyde (101 mg, 0.5 mmol), 4-(tributylstannyl)-1-(triphenylmethyl)-1H-imidazole (Intermediate A, 450 mg, 0.75 mmol) and PdAMPHOS (35 mg, 0.05 mmol) in acetonitrile (3 mL) was stirred at 100 C. for 5 h under N2 atmosphere. Then the reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (50 mL*2). The organic phases were combined, washed with brine, and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in hexane (10% to 30% gradient) to yield 2-fluoro-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]pyridine-3-carbaldehyde (70 mg, 33%) as light yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-77-2, 4-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem