Day: March 1, 2022

Adding a certain compound to certain chemical reactions, such as: 29509-92-0, 4-Chloro-6-methyl-2-phenylpyrimidine, 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, COA of Formula: C11H9ClN2, blongs to pyrimidines compound. COA of Formula: C11H9ClN2

To a solution of 4-chloro-6-methyl-2-phenylpyrimidine (14a, 160 mg) in DMI (5 mL) were added 2-(1-oxidopyridin-3-yl)ethylamine hydrochloride (16, 480 mg) and potassium carbonate (540 mg), and the mixture was stirred at 80 C for 24 h. The reaction mixture was cooled down to room temperature and treated with water, then extracted with ethyl acetate. The organic layer was washed with brine, dried, filtered, and then the solvent was evaporated in vacuo. The resulting residue was purified by silica gel column chromatography (chloroform-methanol). The obtained solid (90 mg) was treated with ethanol (5 mL) and oxalic acid (53 mg), and the mixture was evaporated in vacuo and the resulting residue was washed with diethyl ether to give 17a (70 mg, 19%) as a white solid: 1H NMR (DMSO-d6) delta 2.31 (3H, s), 2.88 (2H, t, J = 6.6 Hz), 3.50-4.00 (2H, m), 6.30 (1H, s), 7.20-7.30 (1H, m), 7.30-7.40 (1H, m), 7.40-7.55 (3H, m), 7.55-7.75 (1H, br), 8.07 (1H, d, J = 5.8 Hz), 8.19 (1H, s), 8.24-8.35 (2H, m); FAB-MS m/z 307 [(M)+]. Anal. (C18H18N4O·1.8C2H2O4·0.4H2O): C, H, N, Br, F.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29509-92-0, 4-Chloro-6-methyl-2-phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Negoro, Kenji; Yonetoku, Yasuhiro; Misawa-Mukai, Hana; Hamaguchi, Wataru; Maruyama, Tatsuya; Yoshida, Shigeru; Takeuchi, Makoto; Ohta, Mitsuaki; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5235 – 5246;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 946161-16-6 ,Some common heterocyclic compound, 946161-16-6, molecular formula is C12H17ClN4O4, 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.

To a mixture of 5 (20.0 g, 63.1 mmol) and reduced iron (14.1 g, 253 mmol) in toluene (100 mL) were added AcOH (1.14 g, 18.9 mmol) and H2O (10 mL) in this order, and the mixture was stirred at 70-80 C for 3 h under N2 atmosphere. To the mixture was added 6 M HCl (100 mL) with vigorous stirring, and the mixture was stirred at 70-80 C for 1 h. After cooling to room temperature, the mixture was filtered and insoluble matter was washed with H2O (40 mL) and EtOAc (40 mL). To the combined filtrate were added EtOAc (160 mL) and H2O (60 mL), and the layers were separated. The aqueous layer was extracted with EtOAc (2 * 200 mL), and the combined organic layer was washed with 10% aqueous NaCl (2 * 100 mL) and saturated aqueous NaHCO3 (200 mL). The organic layer was concentrated in vacuo until the weight of the mixture became approximately 60 g. EtOH (100 mL) was added and the mixture was concentrated in vacuo until the weight of the mixture became approximately 60 g. EtOH (100 mL) was added and the mixture was concentrated in vacuo again until the weight of the mixture became approximately 60 g. To the resulting mixture was added EtOH (20 mL), and H2O (90 mL) was added dropwise. The mixture was cooled to 0-10 C and stirred for 1 h, and then filtrated. Wet solids were washed with EtOH/H2O (1:2, 40 mL) and dried in vacuo at 50 C to give 6 (12.7 g, 80%) as a white solid. Mp 200-201 C; 1H NMR (600 MHz, CDCl3) delta 0.94 (t, J = 7.6 Hz, 3H), 1.37 (d, J = 6.8 Hz, 3H), 1.41 (d, J = 6.8 Hz, 3H), 1.81 (dt, J = 14.5, 7.5 Hz, 1H), 1.99 (ddd, J = 14.5, 7.5, 3.0 Hz, 1H), 4.28 (dd, J = 7.4, 3.2 Hz, 1H), 4.59 (spt, J = 6.8 Hz, 1H), 7.71 (s, 1H), 9.80 (br s, 1H); 13C NMR (151 MHz, CDCl3) delta 8.6, 19.8, 20.9, 27.7, 49.2, 58.6, 117.8, 139.1, 151.9, 154.4, 165.8; IR (ATR) 3229, 2964, 1692, 1655, 1604, 1476, 1410, 1365, 1269, 1237, 1194, 1155, 1127, 1088, 1002, 932, 773, 688, 558, 411, 401 cm-1; HRMS (ESI): [M+H]+ calcd for C11H16ClN4O, 255.1007; found, 255.1007. Optical purity: 99.4% ee (chiral HPLC condition B).

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. 946161-16-6, (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ishimoto, Kazuhisa; Nakaoka, Keiichiro; Yabe, Osamu; Nishiguchi, Atsuko; Ikemoto, Tomomi; Tetrahedron; vol. 74; 39; (2018); p. 5779 – 5790;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 5193-88-4, name is 4-Chloro-5,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., Product Details of 5193-88-4

A solution of 4-chloro-5,6-dimethoxypyrimidine, 1 (5g, 28.64 mmol) in dry methanol (100 mL) was hydrogenated at 1 atm H2 gas pressure using Pd (10%) on carbon (1 g) as catalyst for 3 hours. After completion of the reaction, the reaction mixture was filtered through celite pad and concentrated to dryness to get (4 g, 99 %) of pure 4,5-dimethoxypyrimidine, 2, as a white solid. UPLC = Calculated for C6H8N202 140.14, Observed = 141.1

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, 5193-88-4, 4-Chloro-5,6-dimethoxypyrimidine.

Reference:
Patent; FORGE THERAPEUTICS, INC.; NAMMALWAR, Baskar; TENG, Min; TAGANOV, Konstantin; PUERTA, David T.; (132 pag.)WO2017/83431; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 64951-06-0, name is Ethyl imidazo[1,2-a]pyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 64951-06-0

To a stirred solution of ethyl imidazo[l ,2-alpha]pyrimidine-2-carboxylate or ethyl imidazo[1,2-a]pyrimidine-3-carboxylate (1 g, 5.2 mmol) in ethanol (40 mL) was added hydrazine monohydrate (0.28 mL, 5.7 mmol). The reaction was heated to 75 C for 16 h and was concentrated under reduced pressure. The resulting light yellow solid was suspended in diethyl ether and filtered to collect ethyl 2-amino-1H-imidazole-4- carboxylate (800 mg, 100%) as a white solid. [00243] 1E NMR (400 MHz, CD3OD) 5 7.27 (s, 1H), 4.24 (q, J= 7.0 Hz, 2H), 1.31(t, J= 7.0 Hz, 3H).[00244] 13C NMR (500 MHz, CD3OD) delta 165.5, 156.1, 131.8, 125.7, 63.8, 17.3.[00245] HPLC Phenomenex LUNA C- 18 4.6 x 50 mm, 0 to 100% B over 4 minutes, 1 minutes hold time, A = 90% water, 10% methanol, 0.1% TFA, B = 10% water, 90% methanol, 0.1% TFA, RT = 0.46 min, 100% homogeneity index.[00246] Anal. Calcd for C6H9N3O2: C, 46.44; H, 5.84; N5 27.08. Found: C, 46.17;H, 5.65; N, 27.28.[00247] HRMS: Anal. Calcd. for C6Hi0N3O2 156.0773 found: 156.0779 (M+H)+.

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, 64951-06-0, Ethyl imidazo[1,2-a]pyrimidine-2-carboxylate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/71752; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1196152-00-7 ,Some common heterocyclic compound, 1196152-00-7, molecular formula is C7H7ClN2O2, 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.

3-(2-chloropyrimidin-4-yl)-l-methyl-lH-pyrazol-5-amine (9.C). To a solution of acetonitrile (0.19 ml, 3.60 mmol) in THF 4.0 ml was slowly added butyllithium (1.5 ml, 2.5M solution in hexanes, 3.77 mmol) at -78 0C and the mixture was stirred at -78 0C for 50 min. Ethyl 2-chloropyrimidine-4-carboxylate, 9.B (0.64 g, 3.43 mmol) in THF (3.0 ml) was added dropwise at -78 0C. The reaction mixture was continued to stirre at -78 0C for Ih. The reaction mixture was allowed to warm up to room temperature and stirred for 1 h. The reaction was quenched by addition of water (15.0 ml). The aquouse layer was acidified to pH = 5 with IN HCl, and extracted with ethyl acetate (30 x 3 ml). The combined organic layer was washed with brine (20 ml) and dried over Na2SO4. The solvent was removed to give the intermediate ketonitrile as a dark brown solid. The crude ketonitrile was treated with methyl hydrazine (0.37 ml, 6.86 mmol) in methanol (6.0 ml) and 2N HCl (3.0 ml) at 80 0C for 6 h. LC-MS results indicated the product was formed. The crude mixture was purified by preperative HPLC to give 9.C. 0.23g, yield 32%. MS ESI (pos.) m/e: 209.9 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1196152-00-7, its application will become more common.

Reference:
Patent; AMGEN INC.; DU, Xiaohui; FU, Zice; HOUZE, Jonathan, B.; JIAO, Xianyun; KIM, Yong-jae; LI, Leping; LIU, Jinqian; LIZARZABURU, Mike; MEDINA, Julio; SHEN, Wang; TURCOTTE, Simon; YU, Ming; WO2010/93849; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia