Category: 71469-93-7

Adding a certain compound to certain chemical reactions, such as: 71469-93-7, Methyl 4-aminopyridine-2-carboxylate, 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, 71469-93-7, blongs to pyridine-derivatives compound. Formula: C7H8N2O2

To a solution of 2-(2-methoxyphenyl)acetic acid (218 mg, 1.31 mmol) in DMF (4 mL) was added HOAt (179 mg, 1.31 mmol), EDCI (328 mg, 1.71 mmol), DIPEA (574 muL, 3.29 mmol) and methyl 4-aminopyridine-2-carboxylate (200 mg, 1.31 mmol) and the mixture was stirred at room temperature for 6 hours 15 minutes. The resulting mixture was partitioned between H2O (30 mL) and DCM (30 mL) and the two phases separated. The aqueous was further extracted with DCM (30 mL) and the combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by chromatography on silica eluting with EtOAc in heptane to afford the titled compound as a pale yellow gum.1H NMR (500 MHz, Chloroform-d) delta 8.58 (d, J = 5.5 Hz, 1H), 8.10 (s, 1H), 7.92 (dd, J = 5.5, 2.2 Hz, 1H), 7.84 (d, J = 2.1 Hz, 1H), 7.37- 7.32 (m, 1H), 7.29 (dd, J = 7.4, 1.5 Hz, 1H), 7.04- 6.97 (m, 2H), 3.98 (s, 3H), 3.97 (s, 3H), 3.75 (s, 2H).LC-MS (Method E): Rt 0.96 mins; MS m/z 301.1 = [M+H]+ (99% 215nm)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71469-93-7, its application will become more common.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; COLLINGWOOD, Stephen; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; ELLAM, Sarah; BUXTON, Craig; HABGOOD, Matthew; INGRAM, Peter; MA, Chun Yan; NAPIER, Spencer; SHAIKH, Abdul; SMITH, Matthew; STIMSON, Christopher; WALKER, Edward; (401 pag.)WO2019/145726; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.71469-93-7, name is Methyl 4-aminopyridine-2-carboxylate, molecular formula is C7H8N2O2, molecular weight is 152.15, as common compound, the synthetic route is as follows.Product Details of 71469-93-7

Example (Ik-130) N-[2-(2,2-Difluorocycloprop-1-ylcarbamoyl)pyrid-4-yl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide The reaction with methyl 4-aminopyridine-2-carboxylate (cf. WO 2001/074788) takes place analogously to the reaction procedure in Example (Ik-127) using: 486 mg (3.19 mmol) of methyl 4-aminopyridine-2-carboxylate in 26.8 ml of dichloromethane, 1056 mg (3.19 mmol) of 1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride, 428 mg of silver(I) cyanide in 26.8 ml of acetonitrile. The remaining residue is purified by means of column chromatography on silica gel using the eluent mixture cyclohexane:acetone (gradient). This gives 984 mg of methyl 4-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)pyridine-2-carboxylate (69%). 1H-NMR (400 MHz, d6-DMSO): delta=8.67 (d, 1H), 8.31 (s, 1H), 7.80 (d, 1H), 4.03 (s, 3H), 3.90 (s, 3H) ppm. HPLC-MSa): log P=3.01; mass (m/z)=447 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,71469-93-7, Methyl 4-aminopyridine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience AG; US2011/301181; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71469-93-7 ,Some common heterocyclic compound, 71469-93-7, molecular formula is C7H8N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 1 At 0 C., in a solution of 4-amino-pyridine-2-carboxylic acid methyl ester (Key Intermediate II) (1.2 g, 7.8 mmol, 2 eq) and diphenyldiazomethane (758 mg, 3.9 mmol, 1 eq) in tetrahydrofurane (40 mL), was bubbled sulfur dioxide until the red color disappeared. The solution was then stirred from 0 C. to room temperature for 3 days. The mixture was filtered and the filtrate was evaporated. The crude residue was purified by flash chromatography using cyclohexane and ethyl acetate (0/100 to 100/0) to afford 4-(diphenyl-methanesulfonylamino)-pyridine-2-carboxylic acid methyl ester as a pale yellow powder (665 mg, 45% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71469-93-7, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE LTD; EUROPEAN MOLECULAR BIOLOGY LABORATORY (EMBL); SAVIRA PHARMACEUTICALS GMBH; CLASSEN-HOUBEN, Dirk; WOLKERSTORFER, Andrea; SZOLAR, Oliver; SMITH, Mark; SO, Sung-Sau; CUSACK, Stephen; LANGER, Thierry; GIETHLEN, Bruno; MORICE, Christophe; MICHAUT-SIMON, Celine; ZUBIETA, Chloe; US2013/102600; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem