Category: 137129-98-7

Application of 137129-98-7, 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. 137129-98-7, name is 6-Chloro-2-methylnicotinic acid, molecular formula is C7H6ClNO2, 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.

HATU (425 mg, 1.12 mmol) was added to a solution of 6-chloro-2-methyl-3-pyridinecarboxylic acid (commercially available, e.g. from Anichem, or may be prepared according to known methods) (160 mg, 0.93 mmol) in DMF (3 ml) and the mixture was treated with DIPEA (0.407 ml, 2.33 mmol). This mixture was stirred for ca. 10 min at ambient temperature. 3-Methyl-4-{[(3S)-3-methyl-1-piperazinyl]sulfonyl}benzonitrile (may be prepared as described in Description 11) (313 mg, 1.12 mmol) was added as a solution in DMF (2 ml) and stirring was continued for ca. 1 hour. The reaction mixture was partitioned between DCM and sat aq. NaHCO3 solution (20 ml each). The layers were separated and the aqueous was washed with further DCM (2×20 ml). The combined organic layers were dried (hydrophobic frit) and concentrated to leave a dark brown gum. Purification by silica chromatography (Biotage SP4, 25S cartridge), eluting with 12-100% ethyl acetate in isohexane, gave the title compound as a pale cream foam (376 mg).m/z (API-ES) 433/435 [M+H]+ (Cl isotopes)

According to the analysis of related databases, 137129-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beswick, Paul John; Campbell, Alister; Cridland, Andrew; Gleave, Robert James; Heer, Jag Paul; Nicholson, Neville Hubert; Page, Lee William; Vile, Sadie; US2010/22555; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 137129-98-7, 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. 137129-98-7, name is 6-Chloro-2-methylnicotinic acid, molecular formula is C7H6ClNO2, 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.

HATU (425 mg, 1.12 mmol) was added to a solution of 6-chloro-2-methyl-3-pyridinecarboxylic acid (commercially available, e.g. from Anichem, or may be prepared according to known methods) (160 mg, 0.93 mmol) in DMF (3 ml) and the mixture was treated with DIPEA (0.407 ml, 2.33 mmol). This mixture was stirred for ca. 10 min at ambient temperature. 3-Methyl-4-{[(3S)-3-methyl-1-piperazinyl]sulfonyl}benzonitrile (may be prepared as described in Description 11) (313 mg, 1.12 mmol) was added as a solution in DMF (2 ml) and stirring was continued for ca. 1 hour. The reaction mixture was partitioned between DCM and sat aq. NaHCO3 solution (20 ml each). The layers were separated and the aqueous was washed with further DCM (2×20 ml). The combined organic layers were dried (hydrophobic frit) and concentrated to leave a dark brown gum. Purification by silica chromatography (Biotage SP4, 25S cartridge), eluting with 12-100% ethyl acetate in isohexane, gave the title compound as a pale cream foam (376 mg).m/z (API-ES) 433/435 [M+H]+ (Cl isotopes)

According to the analysis of related databases, 137129-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beswick, Paul John; Campbell, Alister; Cridland, Andrew; Gleave, Robert James; Heer, Jag Paul; Nicholson, Neville Hubert; Page, Lee William; Vile, Sadie; US2010/22555; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 137129-98-7, Adding some certain compound to certain chemical reactions, such as: 137129-98-7, name is 6-Chloro-2-methylnicotinic acid,molecular formula is C7H6ClNO2, 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 137129-98-7.

To stirred solution of 6-chloro-2-methyl-pyridine-3-carboxylic acid in ie t-butanol (15mL) was added Et3N (1 .85mL, 13.3mmol) and DPPA (2.86mL, 3.3mmol) and the reaction heated at 90C for 2 hours. The reaction was allowed to cool to room temperature overnight, diluted with water (50ml_) and extracted with EtOAc (3 x 30ml_). The combined organic extracts were washed with water (15ml_), brine (15ml_), dried over MgSC>4 and evaporated to dryness under reduced pressure. The residue was purified by flash chromatography over S1O2 using a gradient of 5-50% EtOAc/isohexane as eluent to give the desired product (1.75g, 71 %) as a white solid. 1H NMR (400 MHz, CDCy delta 8.18 (br. d, 1 H), 7.16 (d, 1 H), 6.26 (br.d, 1 H), 2.48 (s, 3H), 1 .52 (s, 9H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 137129-98-7, 6-Chloro-2-methylnicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CARTER, Neil, Brian; BRIGGS, Emma; KITSIOU, Christiana; LING, Kenneth; MORRIS, James, Alan; TATE, Joseph, Andrew; WAILES, Jeffrey, Steven; WILLIAMS, John; (94 pag.)WO2017/162524; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem