Category: 86873-60-1

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. 86873-60-1, name is 5-Chloro-2-picolinic acid. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Chloro-2-picolinic acid

Step 3A. (?)-Methyl 2-(5-chloropicolinamido)-9-methyl-6,7-dihydro-5H- benzo[7]annulene-8-carboxylateTo a solution of 5-chloropicolinic acid (354 mg, 2.248 mmol) in dichloromethane (5 mL) was added HATU (940 mg, 2.473 mmol) and DIPEA (0.589 mL, 3.37 mmol). After stirring for 10 min, methyl 2-amino-9-methyl-6,7-dihydro-5H-benzo[7]annulene-8- carboxylate from preparation J, step Jl (260 mg, 1.124 mmol) was added. The mixture was stirred at rt for 4 h. Ethyl acetate (100 mL) was added and the organic layer was washed with water. After concentration of the organic layer, the residue was purified using silica gel column chromatography (hexanes-100% EtOAc) to give methyl 2-(5- chloropicolinamido)-9-methyl-6,7-dihydro-5H-benzo[7]annulene-8-carboxylate (345 mg, 0.930 mmol, 83 % yield). LCMS (M+H)+ = 371.3. XH NMR (400 MHz, chloroform-if) delta 9.84 (s, IH), 8.56 (dd, J=2.4, 0.6 Hz, IH), 8.25 (dd, J=8.4, 0.6 Hz, IH), 7.88 (dd, J=8.4, 2.4 Hz, IH), 7.73 (d, J=2.3 Hz, IH), 7.63 (dd, J=8.0, 2.3 Hz, IH), 7.20 (d, J=8.3 Hz, IH), 3.82 (s, 3H), 2.55 (t, J=6.5 Hz, 2H), 2.44 (s, 3H), 2.18 – 2.08 (m, 4H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 86873-60-1, 5-Chloro-2-picolinic acid.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; THOMPSON III, Lorin A.; SHI, Jianliang; WU, Yong-Jin; MARCIN, Lawrence R.; RAJAMANI, Ramkumar; HIGGINS, Mendi A.; WO2012/162330; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 86873-60-1, 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. 86873-60-1, name is 5-Chloro-2-picolinic acid, molecular formula is C6H4ClNO2, 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.

5-Chloro-2-pyridinecarboxylic acid (0.176 g, 1.12 mmol) was dissolved in MeOH (5 mL) and DMTMM (0.37 g, 1.34 mmol) was added. After stirring the mixture for 5 minutes, a solution of intermediate 47 (0.25 g, 1.12 mmol) in MeOH (5 mL) was added at 0 C, and the mixture was stirred for an additional 16 h. After that, the reaction mixture was quenched with NaOH (1M in H20) at 0 C and then extracted with EtOAc. The organic layer was washed with brine, then separated, dried (MgS04) and the solvent evaporated in vacuo. The crude material was purified by flash column chromatography (silica gel; 7 M solution of ammonia in methanol/DCM 0/100 to 5/95), the desired fractions were collected and the solvent evaporated in vacuo to afford compound 91 (0.215 g, 53%). Compound 91 was then purified by preparative SFC on Chiralpak Diacel AD (20 x 250 mm), mobile phase (C02, iPrOH with 0.2% iPrNH2), the desired fractions were collected, evaporated, dissolved in MeOH and evaporated again yielding compound 85 (0.061 g, 15% yield) and compound 86(0.064 g, 15.8%) yield) as pure enantiomers (both as solid compounds).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 86873-60-1, 5-Chloro-2-picolinic acid.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; TRABANCO-SUAREZ, Andres, Avelino; ROMBOUTS, Frederik, Jan, Rita; TRESADERN, Gary, John; VAN GOOL, Michiel, Luc, Maria; MACDONALD, Gregor, James; MARTINEZ LAMENCA, Carolina; GIJSEN, Henricus, Jacobus, Maria; WO2011/154431; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 86873-60-1, 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. 86873-60-1, name is 5-Chloro-2-picolinic acid. A new synthetic method of this compound is introduced below.

5-Chloro-2-pyridine carboxylic acid (48.5 mg, 0.31 mmol) was added to a stirred sol. of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (155 mg, 0.34 mmol) in MeOH (10 mL). After 5 mm, intermediate compound 1-16 (100 mg, 0.28 mmol) in MeOH (5 mL) was added at 0 C. The mixture was stirred at rt for 16 h. Themixture was treated with sat. aq. Na2CO3 sol. and extracted with DCM. The organic phase was separated, dried (MgSO4), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; DCM-MeOH (10:1(25% NH3), v/v) in DCM 0/100 to 40/60). The desired fractions were collected and the solvents evaporated in vacuo. The solid was triturated with DIPE and filtered to yield compound 8 as a solid (69 mg, 50%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86873-60-1, 5-Chloro-2-picolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; OEHLRICH, Daniel; GIJSEN, Henricus, Jacobus, Maria; WO2014/198851; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86873-60-1, 5-Chloro-2-picolinic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Application In Synthesis of 5-Chloro-2-picolinic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Chloro-2-picolinic acid

Triethylamine (98 pL, 0.70 mmol) was added to a mixture of 5-chloropyridine-2- carboxylic acid (44.6 mg, 0.283 mmol) in ethyl acetate (5 mL). The resulting solution was treated with 2,4,6-tripropyl-1 ,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (50% solution in ethyl acetate; 0.169 mL, 0.284 mmol), and the reaction mixture was heatedat 65 C for 20 minutes, whereupon P5 (100 mg, 0.177 mmol) was added and stirring was continued for 16 hours at 65 C. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (100 mL) and washed sequentially with water (2 x 150 mL), saturated aqueous sodium bicarbonate solution (250 mL), and saturated aqueous sodium chloride solution (250 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was dissolved in dichloromethane (3 mL) and treated with trifluoroacetic acid (0.68 mL, 8.8 mmol). After the reaction mixture hadstirred at room temperature for 16 hours, dichloromethane (100 mL) was added, and the resulting solution was treated with saturated aqueous sodium bicarbonate solution (350 mL). The organic layer was washed with saturated aqueous sodium chloride solution (250 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. Chromatography on silica gel (Gradient: 0% to 100% ethyl acetate in heptane) affordedthe product as a yellow solid. Yield: 61.2 mg, 0.110 mmol, 62%. 1H NMR (400 MHz, CDCI3) oe 10.42 (br s, 1H), 8.60 (dd, J=2.4, 0.6 Hz, 1H), 8.25 (dd, J=8.4, 0.6 Hz, 1H), 8.17-8.05 (m, 2H), 7.91 (dd, J=8.3, 2.4 Hz, 1H), 7.78 (5, 1H), 7.57-7.51 (m, 1H), 7.46 (br dd, J=7.7, 7.0 Hz, 2H), 3.85 (AB quartet, JAB=11.9 Hz, IIVAB=8O.9 Hz, 2H), 3.22 (dd, J=12.9, 4.1 Hz, 1H), 3.09-3.00 (m, 1H), 2.61 (dd, J=13.1, 2.7 Hz, 1H), 2.32-1.97 (m,5H), 1.95-1.82(m, 2H), 1.77-1.64(m, 1H).

The synthetic route of 86873-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; BUTLER, Christopher Ryan; ZHANG, Lei; O’NEILL, Brian Thomas; VERHOEST, Patrick Robert; MIKOCHIK, Peter Justin; MURRAY, John Charles; HOU, Xinjun; (161 pag.)WO2017/51276; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem