Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 73418-88-9, Methyl 5-aminopyrimidine-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, Application In Synthesis of Methyl 5-aminopyrimidine-2-carboxylate, blongs to pyrimidines compound. Application In Synthesis of Methyl 5-aminopyrimidine-2-carboxylate

Methyl 5-aminopyrimidine-2-carboxylate (0.065 g, 0.425 mmol) and pyridine (0.172 mL, 2.123 mmol) were dissolved in DCM (2 mL). To this solution was added Intermediate I-141A (0.072 g, 0.212 mmol) as a solution in DCM (1 mL). The reactionmixture was allowed to stir for lh. The reaction mixture was concentrated under reducedpressure. Purified on ISCO using 0-100% EtOAc in hexanes to yield Intermediate 1-141(0.066 g, 0.145 mmol, 68.2 % yield) as a white solid. ?H NMR (400MHz, CDC13) 9.04(s, 2H), 7.87 (d, J=9.7 Hz, 1H), 6.94 (s, 1H), 5.56 (dd, J=6.5, 2.8 Hz, 1H), 5.38-5.17 (m,1H), 4.09 (s, 3H), 1.47 (d, J=6.4 Hz, 6H). LC-MS: method H, RT = 0.93 mm, MS (ESI)m/z: 456.0 (M+H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73418-88-9, Methyl 5-aminopyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Product Details of 4270-27-3

General procedure: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
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Adding a certain compound to certain chemical reactions, such as: 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, 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, 14394-70-8, blongs to pyrimidines compound. Safety of 2-Chloro-5-methylpyrimidin-4-amine

[0464] A mixture of 4-bromo-l -chloro-2-(trifluoromethyl)benzene (259 mg, 1.0 mmol), 4- amino-2-chloro-5~methylpyrimidine (143 mg, 1.0 mmol), Pd2(dba)3 (9 mg, 0.01 mmol), xantphos (14 mg, 0.02 mmol) and cesium carbonate (650 mg, 2.0 mmol) in dioxane ( 15 mL) was heated under refluxed for 1O h under argon. The solvent was removed and the residue was purified by HPLC to give an intermediate 2-chloro-7Vr-(4-chloro-3-(trifluoromethyl) phenyl)-5-methylpyrimidin-4-amine as brown solid (200 mg, 62 %). A mixture of this intermediate (161 mg, 0.5 mmol) and 4-(2-(pyrrolidin-l-yl)ethoxy)benzenamine (103 mg, 0.5 mmol) in glacial acetic acid (5 mL) was heated under refluxed for 3 h under argon. The crude reaction mixture on purification using HPLC gave the title compound as brown solid (75 mg, 31 %).[0465] 1H NMR (500 MHz, DMSO-d6): delta 1.65-1.72 (m, 4H), 2.10 (s, 3H), 2.51-2.55 (m, 4H, superimposed with solvent peak), 2.75 (t, J= 6.0 Hz, 2H), 4.0 (t, J= 5.9 Hz, 2H), 6.79 (d, J= 8.5 Hz, 2H), 7.47 (d, J= 9.0 Hz, 2H), 7.58 (d, J= 9.0 Hz, 2H), 7.93 (s, IH), 8.01 (d, J = 2.5 Hz, IH), 8.22 (d, J= 8.5 Hz, 2H), 8.60, 8.88 (2 s, IH each). MS (ES+): m/z 492 (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,14394-70-8, its application will become more common.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
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Pyrimidine – Wikipedia

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. 2164-67-2, name is (2-Aminopyrimidin-4-yl)methanol, the common compound, a new synthetic route is introduced below. Formula: C5H7N3O

2-Amino-4-hydroxymethylpyrimidine (750mg,6.0mmol,Reference Compound No.4-1) and tert-butyldimethylsilyl chloride (990mg, 6.6mmol) were suspended in anhydrous N,N-dimethylformamide (8.0mL), then imidazole (0.90g, 13mmol) was added thereto and the mixture was stirred for 1 hour at room temperature. The reaction mixture was diluted with ethyl acetate (50mL), washed twice with saturated aqueous sodium hydrogencarbonate solution (50mL), and then washed with brine (50mL), and dried over anhydrous magnesium sulfate. Then the solvent was evaporated under reduced pressure, the precipitated solid was filtered off with 50percent ethyl acetate-n-hexane solution, and dried under reduced pressure to give 1.2g of the title Reference Compound as a white solid (Yield: 84percent). 1H-NMR(400MHz,CDCl3) delta 0.11(s,6H),0.95(s,9H),4.59(s,2H),5.03(s,2H),6.87(d,J = 5.1 Hz,1H),8.29(d,J = 5.1 Hz,1H)

The synthetic route of 2164-67-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANTEN PHARMACEUTICAL CO., LTD.; EP1864977; (2007); A1;,
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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 175277-33-5, name is 4-(Dimethoxymethyl)-2-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

4-Dimethoxymethyl-2-methyl-pyrimidine (4.5 g, 26.7 mmol) was added to a solution of HBr (48% in H2O, 10 niL) and stirred at room temperature for 2 hours. It was then diluted with water and washed with diethylether (2x). The aqueous layer was carefully neutralized with saturated sodium carbonate and extracted with ethyl acetate (2x). The combined extracts were dried over MgSO4. 2-Propanol (100 mL) was added. To this solution, aniline (2.5 mL, 26.7 mmol) was added and followed with diphenylphosphite (5.1 mL, 26.7 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated. The residue was purified on silica gel column with 20% ethyl acetate/CH2Cl2 to give a yellow solid (3.3 g, 29% for 2 steps) as the desired product. MS (ESP+) m/z 432.2 (M + 1).

With the rapid development of chemical substances, we look forward to future research findings about 175277-33-5.

Reference:
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); A1;,
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Pyrimidine – Wikipedia

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. 26452-81-3, name is 4-Chloro-6-methoxypyrimidine, molecular formula is C5H5ClN2O, 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. Application In Synthesis of 4-Chloro-6-methoxypyrimidine

4-Chloro-6-methoxypyrimidine (0.562 g, 3.89 mmol), 6-chloro-4-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 1 H-benzo [d]imidazole (0.722 g, 2.59 mmol) and 2aqNa2CO3 (0.549 g, 5.18 mmol) in DME (20.74 mL), EtOH (2.59 mL) was purged with Ar for several mm. Then PdC12(dppf)-CH2Cl2Adduct (0.2 12 g, 0.259 mmol) was added and heated to 90 °C. After 2 h, the reaction was cooled to rt, diluted with waterand extracted with EtOAc. The organic layer washed with brine, dried over Na2 SO4, filtered, and concentrated to give a brown oil. The crude material was purified by normal phase chromatography using EtOAc and MeOH as eluants to give 6-chloro-4-(6- methoxypyrimidin-4-yl)-1H-benzo[d]imidazole (148 mg, 22percent). MS(ESI) m/z: 261.1 (M+H) and 263.1 (M+2+H). ?H NMR (500MHz, DMSO-d6) oe 8.93 (d, J1.1 Hz, 1H),8.42 (s, 1H), 8.36 (br. s., 1H), 8.20 (d, J=1.9 Hz, 1H), 7.84 (s, 1H), 4.02 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 26452-81-3.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
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Application of 1240390-28-6, 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.1240390-28-6, name is 2,4-Dichloropyrimidine-5-carboxylic acid amide, molecular formula is C5H3Cl2N3O, molecular weight is 192.0028, as common compound, the synthetic route is as follows.

4-(tert-Butylamino)-2-chloropyrimidine-5-carboxamide A mixture of 2,4-dichloro-pyrimidine-5-carboxamide (10.0 g), DIPEA (11 mL) in NMP (30 mL) were stirred at 25 C. tert-Butylamine (6.6 mL) was charged to the mixture, and the mixture was stirred at 25 C. for 16 h. Water (100 mL) was added to the mixture at 25 C. The mixture was stirred for 1 h. The suspension was filtered, washed with water (50 mL) and dried in a vacuum oven at 40 C. with a nitrogen bleed for 24 h to give 4-(tert-butylamino)-2-chloropyrimidine-5-carboxamide as a white solid (8.7 g, 84%). 1H NMR (DMSO-d6) delta 9.41 (s, 1H), 8.55 (s, 1H), 8.19 (s, 1H), 7.67 (s, 1H), 1.42 (s, 9H).

Statistics shows that 1240390-28-6 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloropyrimidine-5-carboxylic acid amide.

Reference:
Patent; Ferretti, Antonio Christian; Man, Hon-Wah; Muslehiddinoglu, Jale; Xu, Jean; Yong, Kelvin Hin-Yeong; Beauchamps, Marie Georges; Kothare, Mohit Atul; Zou, Nanfei; Boersen, Nathan Andrew; Li, Ying; Ye, Ying; US2015/210650; (2015); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 954220-98-5 , The common heterocyclic compound, 954220-98-5, name is 2,4-Dichloro-5-fluoro-6-methylpyrimidine, molecular formula is C5H3Cl2FN2, 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.

Compound 1b (0.130 g, 0.718 mmol), compound Int-1 (0.204 g, 0.718 mmol)And DIPEA (0.401 g, 2.730 mmol) were sequentially added to tetrahydrofuran (30 mL)And absolute ethanol (2 mL), heated to reflux and stirred for 12 h. Quench with water,Extract twice with ethyl acetate (30 mL), combine the ethyl acetate layers,It was washed with saturated brine (30 mL), dried over anhydrous sodium sulfate, and concentrated to dryness under reduced pressure.Silica gel column chromatography (PE / EA = 20/1 to 10/1) was purified to obtain 0.115 g of pale yellow oil,That is, compound 1c.

The synthetic route of 954220-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yinxingshu Pharmaceutical (Suzhou) Co., Ltd.; Chen Li; Shao Qing; Gan Libin; (22 pag.)CN110590768; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 90905-32-1, 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. 90905-32-1, name is 2-Methoxypyrimidine-5-carbaldehyde, molecular formula is C6H6N2O2, 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.

2-Benzyloxycarbonylamino-3-(2-methoxy-pyrimidin-5-yl)-acrylic acid methyl ester To a suspension of potassium t-butoxide (1.23 g) in methylene chloride (70 mL, -30 C.) was added a solution of N-benzyloxycarbonyl-alpha-phosphonoglycine trimethyl ester (3.63 g) in methylene chloride (15 mL). The resulting solution was stirred 5 min and treated with the 2-methoxy-pyrimidine-5-carbaldehyde (1.0 g) in methylene chloride (15 mL). After stirring for 1.5 h, the reaction was warmed to 0 C. and stirred 1 h. The reaction was quickly poured into a sep funnel containing ethyl acetate and water. Brine was added to aid in separation of the layers. The aqueous was extracted with ethyl acetate (3*) which were in turn washed with brine, dried over magnesium sulfate, and concentrated. The crude product was recrystallized from hot methanol to give 1.4 g of pure material. Mass spec.: 344.10 (MH)+.

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 90905-32-1, 2-Methoxypyrimidine-5-carbaldehyde.

Reference:
Patent; Chaturvedula, Prasad V.; Chen, Ling; Civiello, Rita; Conway, Charles Mark; Degnan, Andrew P.; Dubowchik, Gene M.; Han, Xiaojun; J. Jiang, Xiang Jun; Karageorge, George N.; Luo, Guanglin; Macor, John E.; Poindexter, Graham; Tora, George; Vig, Shikha; US2004/204397; (2004); A1;,
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Related Products of 5305-45-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 5305-45-3 as follows.

The white solid, 4,6-dichloro-5-pyrimidinecarbonitrile (5.82 g, 33.5 mmol) was dissolved in THF (66.9 mL) in a 500 mL of round-bottom flask and ammonia gas (0.570 g, 33.5 mmol) was bubbled through for 3 min every 10 min for 50 min with stirring. A white precipitate (ammonium chloride) was formed. The precipitate was filtered and washed with THF (100 mL). To the filtrate was added silica gel and concentrated under reduced pressure. The mixture was purified by column chromatography on a 120 g of Redi-Sep column using 0 to 100% gradient of EtOAc in hexane over 27 min and then 100% isocratic of EtOAc in hexane for 20 min as eluent to give 4-amino-6-chloropyrimidine-5-carbonitrile as an off-white solid. The off-white solid was suspended in EtOAc-hexane (1:1, 20 mL), filtered, washed with EtOAc-hexane (1:1, 30 mL), and dried to give 4-amino-6-chloro-5-pyrimidinecarbonitrile (B) as a white solid: 1H NMR (500 MHz, DMSO-d6) delta ppm 7.91-8.77 (3H, m); LC-MS (ESI) m/z 154.9 [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,5305-45-3, its application will become more common.

Reference:
Patent; AMGEN INC.; US2011/245257; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia