Day: August 16, 2021

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. 56843-79-9, name is 4-Chloro-2-methylthieno[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. name: 4-Chloro-2-methylthieno[2,3-d]pyrimidine

General procedure: Compounds 9-12 or 22-24 (1 equiv.) and corresponding chorides (1.2 equiv.) in AcOH/H2O:1/1 (20ml) were heated to 50C. When TLC analysis showed the complete conversion of the starting material, sodium hydroxide (2 equiv.) was added to the mixture. Then, the reaction mixture was extracted with ethyl acetate. After removal of the solvent, compounds 33-43 were purified by column chromatography and the corresponding compounds were obtained. Compounds 25-32 were used without further purification.

The synthetic route of 56843-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhi, Yanle; Li, Baoquan; Yao, Chao; Li, Hongmei; Chen, Puzhou; Bao, Jiyin; Qin, Tianren; Wang, Yue; Lu, Tao; Lu, Shuai; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 303 – 315;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 22536-63-6, 2-Chloro-4-methoxypyrimidine, 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, Quality Control of 2-Chloro-4-methoxypyrimidine, blongs to pyrimidines compound. Quality Control of 2-Chloro-4-methoxypyrimidine

Typical syntheses of these derivatives was performed by reaction of 2-broniopyridine, 2-chloiOpyrimidine, 4-amino-2-chloropyrimidine15, 2-chloro-4-methylpyrimidine165 2-chloro- 4-metlioxypyrimidine17 and 2-amino-4-chloropyrimidine1 with the corresponding 5-arnino-2- substitutedphenols in the presence of HCl, followed by reaction with 4-bromo-2~methyl-2- butene in presence of Cs2CO3 as a base. Compounds 46 and 47 were synthesized by reaction of 2-chloro-5-(pyrimidin-2-ylamino)phenol 35d with 4-methylpent-3-en-2-ol18 and (2- methylcyclopent-l-yl)methanol19, respectively, using Mitsunobu conditions20.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-63-6, 2-Chloro-4-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; YALE UNIVERSITY; WO2007/38387; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.83410-16-6, name is 4-Chloro-5-iodo-2,6-dimethylpyrimidine, molecular formula is C6H6ClIN2, molecular weight is 268.48, as common compound, the synthetic route is as follows.Computed Properties of C6H6ClIN2

Step 3 4-Chloro-2,6-dimethyl-5-(1-ethoxyvinyl)pyrimidine A mixture of 4-chloro-2,6-dimethyl-5-iodopyrimidine (13.5 g, 0.050 mol), (1ethoxyvinyl)tributyltin (20.0 g, 0.055 mol), lithium chloride (6.4 g, 0.150 mol), tetrakis(triphenylphosphine)palladium(0) (1.7 g, 0.0015 mol), and dioxane (100 mL) was heated under reflux for 23 h. Additional tetrakis(triphenylphosphine)palladium(0) (1.1 g, 0.0010 mol) was added and heating was continued for 25 h. The mixture was cooled, diluted with EtOAc, and! N KF (100 mL) was added. The solids were removed by filtration through Celite and the layers were separated. The organic phase was washed with pH 7 phosphate buffer (100 mL), brine (100 mL), dried MgSO4), and concentrated. Purification by flash chromatography (twice; 5-10% EtOAc/hexane) gave 6.44 g (61%) of product as a colorless oil. 1 H NMR (CDCl3) delta1.35 (t, J=7.0 Hz, 3H), 2.49 (s, 3H), 2.65 (s, 3H), 3.91 (q, J=7.0 Hz, 3H), 4.21 (d, J=2.8 Hz, 1H), 4.52 (d, J=2.8 Hz, 1H). Anal. calcd for C10 H13 ClN2 O: C, 56.47; H, 6.16; N, 13.17; Found: C, 55.13; H, 5.97; N, 13.16.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83410-16-6, 4-Chloro-5-iodo-2,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; American Home Products Corporation; US5466692; (1995); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1197953-49-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide. This compound has unique chemical properties. The synthetic route is as follows.

2-[D3]methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline (1.25 g, 4.06 mmol), (2-((2,5-dichloropyrimidin-4-yl)amino)phenyl)dimethyl phosphine oxide (the compound of Formula IV) (0.92 g, 2.90 mmol), 14% hydrogenchloride-ethanol (7.5 g, 29 mmol) and ethylene glycol monomethyl ether (22mL) were respectively added in a 35 mLpressure tubing, heated in a microwave to 120C and reacted for 5.5 hours. After the reaction was completed, thereaction solution was cooled down to room temperature and evaporated under reduced pressure to remove the solvent.The residue was dissolved in dichloromethane (60mL) and adjusted to alkaline pH by adding saturated sodium carbonatesolution. The resulting solution was separated. The organic phase was washed with saturated brine (30 mL), dried overanhydrous sodium sulfate, and evaporated under reduced pressure to remove the solvent. The residue obtained wassubjected to silica gel column chromatography (mobile phase, dichloromethane : methanol : triethylamine = 300 : 30 :1.5) to give a crude product. The crude product was beaten with ethyl acetate (10 mL) to give (2-((5-chloro-2-((2-[D3]methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)phenyl)amino)pyrimidin-4-yl)amino)phenyl)dimethyl phosphorusoxide (0.18 g, 11.0% yield), with >98% of D3 content.1H-NMR(300 MHz, CDCl3): delta = 10.80 (s, 1H), 8.62 (dd, J = 4.4, 8.2 Hz, 1H), 8.09-8.08 (m, 2H), 7.47 (dd, J = 7.7, 8.0Hz, 1H), 7.31-7.25 (m, 1H), 7.11 (dd, J = 7.4, 7.0 Hz, 1H), 6.54 (s, 1H), 6.48 (dd, J = 1.4, 8.4 Hz, 1H), 3.65 (d, J = 12.2Hz, 2H), 2.73-2.41 (m, 11H), 2.37 (s, 3H), 1.95 (d, J = 11.2 Hz, 2H), 1.85, 1.80 (2s, 6H), 1.73-1.66 (m, 2H).13C-NMR (75 MHz, CDCl3) : delta = 157.76, 155.87, 154.93, 149.29, 147.48, 143.90, 143.87, 132.33, 132.30, 129.52,129.37, 123.10, 123.01, 122.44, 122.27, 122.09, 120.58, 119.55, 108.36, 105.99, 101.01, 61.78, 55.27, 50.46, 48.78,45.83, 28.19, 19.02, 18.08.HRMS (ESI, [M+H]+) m/z: 587.2861.

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 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide.

Reference:
Patent; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; ZHANG, Yinsheng; LIU, Baomin; YANG, Beibei; (35 pag.)EP3381925; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 67434-65-5, 4-Chloro-5,6-dimethylpyrimidine, 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: C6H7ClN2, blongs to pyrimidines compound. COA of Formula: C6H7ClN2

To a solution of 4-chloro-5,6-dimethylpyrimidine D8 (0.18 g, 1.26 mmol) in dry toluene (4 ml) were added sodium t-butoxyde (0.17 g, 1.77 mmol), Pd2(dba)3 (0.12 g, 0.13 mmol), BINAP (0.24 g, 0.38 mmol) and benzophenone imine (0.25 ml, 1.51 mmol). The resulting mixture was degassed (3 x pump/N2) and then heated to 80 0C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (100 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (20 ml) and HCl (3 M aqueous solution, 0.63 ml, 1.89 mmol) was added. The mixture was stirred at room temperature for 3 h, concentrated under reduced pressure, neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (50 ml). The inorganic layer was back-extracted with DCM (2 x 50 ml). The collected organic layers were passed through a phase separator tube and evaporated. The orange solid residue was triturated several times with Et2O and dried to afford the title compound D9 (0.067 g, 0.54 mmol, 42% yield). 1H NMR (400 MHz, CDCl3) delta(ppm): 8.38 (s, 1 H), 4.78 (bs, 1 H), 2.43 (s, 3 H), 2.08 (s, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67434-65-5, 4-Chloro-5,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/3997; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 115581-36-7 ,Some common heterocyclic compound, 115581-36-7, molecular formula is C5H5ClN2S, 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 solution of 80 mg (0.50 mmol) of 2-chloro-5-methylthiopyrimidine, which was prepared by a method similar to that of Reference Example 36, in 2.5 ml of dichloromethane, 264 mg (1.0 mmol) of 3-chloro-perbenzoic acid (purity: 65%) was added, and the reaction solution was stirred at room temperature for 90 minutes. After completion of the reaction, saturated sodium hydrogencarbonate aqueous solution was added to the reaction solution and the reaction solution was extracted with dichloromethane. The organic layer was washed with 1.5 mol/L sodium sulfite aqueous solution and dried with anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography [n-hexane/ethyl acetate=70/30-40/60 (V/V)] and the fraction including the desired compound was concentrated under reduced pressure to provide 80 mg of the title compound as a white solid (yield: 82%). 1H-NMR spectrum (500 MHz, CDCl3) delta ppm: 9.11 (2H, s), 3.19 (3H, s).

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. 115581-36-7, 2-Chloro-5-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UBE INDUSTRIES, LTD.; DAIICHI SANKYO COMPANY, LIMITED; Nakamura, Tsuyoshi; Namiki, Hidenori; Terasaka, Naoki; Shima, Akiko; Hagihara, Masahiko; Iwase, Noriaki; Takata, Katsunori; Kikuchi, Osamu; Tsuboike, Kazunari; Setoguchi, Hiroyuki; Yoneda, Kenji; Sunamoto, Hidetoshi; Ito, Koji; US2013/109653; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1780-26-3, Adding some certain compound to certain chemical reactions, such as: 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine,molecular formula is C5H4Cl2N2, 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 1780-26-3.

A suspension of compound 16 (4.0 g, 23.2 mmol) and Cs2CO3 (15.14 g, 46.5 mmol) in 116 ml DMF were stirred at 0 C, compound 12 (5.68 g, 34.8 mmol) were added to the mixture in portion. The reaction mixture was stirred at 0 for 5 min , then stirred at room temperature for 8 h. The suspension was poured into 580 ml ice-water and fiercely stirred about 30 min to give a precipitate. The precipitate was ltered and washed with water and ethyl acetate, then dried under vacuum to aord the desired compound 17 (5.67 g, 82%) as a light yellow solid. 1H-NMR (400 MHz, DMSO-d6): delta 12.38 (s, 1H), 8.15 (s, 1H), 6.95 (s ,1H), 4.30 (q, J = 7.2 HZ, 2H), 2.60 (s, 3H), 1.30 (t, J = 7.2 HZ, 3H).

According to the analysis of related databases, 1780-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Hui-ying; He, Ding-Di; Zhao, Xiu-Juan; Sun, Tong-Yan; Zhang, Quan; Bai, Cui-Gai; Chen, Yue; Bioorganic and Medicinal Chemistry Letters; vol. 28; 4; (2018); p. 700 – 706;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine, molecular formula is C4Cl3FN2, molecular weight is 201.4136, as common compound, the synthetic route is as follows.Formula: C4Cl3FN2

2,6-Dichloro-5-fluoro-Lambda/-(l-methyl-lH-imidazol-4-yl)pyrimidin-4-amine l-Methyl-4-nitro-lH-imidazole (Intermediate 5, 500 mg, 3.93 mmol) was dissolved in ethanol (6.771 mL) and Pd/C (10 wt%, Degussa, 105 mg, 0.10 mmol) was added. The reaction was subjected to 1 atm of hydrogen for 3 hours. TLC indicated that the reaction was completed, and the reaction mixture was filtered through Celite. The filtrate was cooled to 00C and TEA (1.097 mL, 7.87 mmol) and 2,4,6-trichloro-5-fluoropyrimidine (obtained via the procedure described in PCT Pub. No. WO2008/132502, 792 mg, 3.93 mmol) were added. The reaction was allowed to warm to room temperature slowly overnight. The reaction mixture was filtered providing the title compound as a yellow solid (820 mg) with 95% purity. LCMS: 263 [M+Eta]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; ALMEIDA, Lynsie; CHUAQUI, Claudio, Edmundo; GUAN, Amy; IOANNIDIS, Stephanos; LAMB, Michelle; PENG, Bo; SU, Qibin; WO2010/20810; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3435-28-7, name is 6-Methylpyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H7N3

A mixture of 3-[3,5-dichloro-4-(4-chlorothiazolo[5,4- c]pyridin-2-yl)-phenyl]-azetidine-l-carboxylic acid ferf-butyl ester (0.106 g, 0.225 mmol), 6- methylpyrimidin-4-ylamine (0.024 g, 0.248 mmol), XantPhos (0.013 g, 0.023 mmol), Pd2(dba)3 (0.010 g, 0.0113 mmol) and CS2CO3 (0.147 g, 0.45 mmol) in dioxane (2 mL) was degassed with a stream of argon. The reaction mixture was heated at 85 C for 18 hours. Additional Pdi(dba)3 (0.005 g), XantPhos (0.007 g) and 6- methylpyrimidin-4-ylamine (0.006 g) were added and the mixture was heated at 85 C for 18 hours. After cooling to room temperature, the crude reaction mixture was filtered through Celite and the filtrate was concentrated under reduced pressure. The resultant residue was purified by column chromatography on silica gel eluting with 0-90% EtOAc in petroleum ether to afford the title compound as a pale yellow glass (64 mg, 52% yield). NMR (400 MHz, CDC13): delta 8.71 (s, 1H), 8.45 (d, J = 5.7 Hz, 1H), 8.15 (s, 1H), 7.76 (d, J = 5.6 Hz, 1H), 7.51-7.41 (m, 3H), 4.39 (t, J = 8.7 Hz, 2H), 4.02-3.92 (m, 2H), 3.80-3.70 (m, 1H), 2.56 (s, 3H), 1.48 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 3435-28-7.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 944901-04-6, name is (2-Methoxypyrimidin-4-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

A solution of 2-methoxy-pyrimidin-4-yl-methylamine (200 mg) and DIPEA (928mg) in DCM (10ml) was cooled to about 00C and a solution of 5-cyclopentyloxybenzene- sulfonylchloride (356mg) in DCM (10ml) was slowly added. After stirring for 14h, the crude product was adsorbed to silica and purified by means of column chromatography and the title compound obtained as a white solid (30%). Melting point: 11 10C.

With the rapid development of chemical substances, we look forward to future research findings about 944901-04-6.

Reference:
Patent; BASF SE; WO2009/141291; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia