Tag: M.W:100-200

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.25746-87-6, name is 4-Dimethoxymethylpyrimidine, molecular formula is C7H10N2O2, molecular weight is 154.17, as common compound, the synthetic route is as follows.HPLC of Formula: C7H10N2O2

To the solution of 3.90 g of 4-(dimethoxymethyl)pyrimidine (25.3 mmol) in 100 mLAcOll 4.15 g sodium acetate (50.6 mmol) and 8.08 g bromine (50.6 mmol) were addedand the mixture was stirred at 40C for 7 h. Reaction mixture was concentrated underreduced pressure, DCM was added to the residue, and it was washed with saturated aq.NaHCO3. The organic phase was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified via flash chromatography using heptane and EtOAc as eluents to give 5-bromo-4-(dimethoxymethyl)pyrimidine, 1HNMR(400 MHz, DMSO-d6): 9.18 (s, 111), 9.06 (s, 111), 5.51 (s, IH), 3.40 (s, 611).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,25746-87-6, 4-Dimethoxymethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; SZLAVIK, Zoltan; CSEKEI, Marton; PACZAL, Attila; SZABO, Zoltan; SIPOS, Szabolcs; RADICS, Gabor; PROSZENYAK, Agnes; BALINT, Balazs; BRUNO, Alain; GENESTE, Olivier; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; PERRON-SIERRA, Francoise; WO2015/97123; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 38275-43-3, 2-(Methylthio)pyrimidine-5-carbonitrile, 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, 38275-43-3, blongs to pyrimidines compound. COA of Formula: C6H5N3S

To a solution of 2-(methylthio)pyrimidine-5-carbonitrile (Biofine International Inc.) (390 mg, 2.58 mmol) in 1 ,4-dioxane (3 mL), N-methyl-1-(pyridin-4-yl)methanamine (Fisher Scientific International – Maybridge) (789 mg, 2.50 mmol) was added at rt. The resulting reaction mixture was heated in the microwave oven at 170C for 10 h. Subsequently the solvent was evaporated at high vacuum and the remaining oily residue subjected to purification by flash chromatography (ISCO CombiFlash Rf; 80 g silicagel, dichlormethane/methanol) to give 2- {methyl{pyridin-4-ylmethyl)amino)pyrimidine-5-carbonitrile (404 mg, 1.65 mmol, 64 % yield) as yellow powder. HPLC RT 1.323 min (Method A); ESI S [ +1] + 226

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38275-43-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; HEBACH, Christina; KALLEN, Joerg; NOZULAK, Joachim; TINTELNOT-BLOMLEY, Marina; WIDLER, Leo; WO2013/80120; (2013); A1;,
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Application of 14631-08-4 ,Some common heterocyclic compound, 14631-08-4, molecular formula is C4H5ClN4, 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.

(a) 8-(2-Methoxy-4-benzyloxy-phenyl)-2-chloro-purine Prepared analogously to Example 5 from 2-chloro-4,5-diaminopyrimidine and 2-methoxy-4-benzyloxy benzoic acid. M.p.: 245-246 C.

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. 14631-08-4, 2-Chloropyrimidine-4,5-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dr. Karl Thomae GmbH; US4722929; (1988); A;,
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. 3270-97-1, name is 2,4-Diamino-6-methoxypyrimidine, the common compound, a new synthetic route is introduced below. Quality Control of 2,4-Diamino-6-methoxypyrimidine

EXAMPLE 73 2-Amino-4-methoxypyrido[2,3-d]pyrimidine A quantity of 4.94 gm of 2,4-diamino-6-methoxypyrimidine is heated to boiling in 120 ml of glacial acetic acid and, after the addition of 6.4 ml of 1,1,3,3-tetramethoxypropane, left for a further 45 minutes at boiling temperature. Then, the glacial acetic acid is distilled off and evaporated several times with water, and the residue is taken up in 400 ml of water. After the addition of 5 gm of sodium bicarbonate, the residue is removed by suction filtration and discarded. The filtrate is extracted several times with chloroform, and the combined extracts are washed with sodium bicarbonate solution and then dried over sodium sulfate. The residue remaining after evaporation is purified on silica gel with chloroform and a chloroform/methanol mixture and then recrystallized from water. Yield: 2.5 gm (40.5%) of 2-amino-4-methoxy-pyrido[2,3-d]pyrimidine in the form of crystals, m.p.: 178-180 C. Elementary analysis Calc.: C 54.54 H 4.58 N 31.80. Found: 54.42 4.56 31.77.

The synthetic route of 3270-97-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Celamerck GmbH & Co. KG.; US4826528; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69696-37-3, 5-Bromo-2,4-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

A mixture of B1.4 (12 g, 64 mmol), bis(pinacolato)diboron (22.8 g, 89.6 mmol, 1.4 eq), KOAc (18.8 g, 192 mmol, 3.0 eq), and Pd(dppt)C12 (2.34 g, 3.2 mmol) in 200 mL of anhydrous dioxane was heated at 90 C and stirred for 4 h under N2. The solvent was removed under reduced pressure, the residue was diluted with 300mL mixed slovent (PE:EA = 4:1), filtered and concentrated. The crude product was purified by flash column chromatography (PE:EA = 2:1 to 1:1) to give the title compound (10 g, 66%) as a yellow oil. LC-MS: [M+H] = 235.1.

The synthetic route of 69696-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue (Jeff); ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (148 pag.)WO2017/221100; (2017); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3137-60-8, 5-Amino-6-chloropyrimidin-4(1H)-one, 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, 3137-60-8, blongs to pyrimidines compound. Application In Synthesis of 5-Amino-6-chloropyrimidin-4(1H)-one

Step 1. 5-aminopyrimidin-4-olTo a degassed mixture of 5-amino-6-chloropyrimidin-4-ol (227 mg, 1.56 mmol, Matrix) and triethylamine (1.09 mL, 7.80 mmol) in ethanol (15.0 mL) was added 10% palladium on carbon (51 mg) and the mixture was shaken under 50 psi hydrogen for two h. The mixture was filtered and concentrated to give product. LCMS (M+H)+: 112.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3137-60-8, its application will become more common.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3438-61-7 ,Some common heterocyclic compound, 3438-61-7, molecular formula is C5H7N3, 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.

5-amino-4-methylpyrimidine (5g, 45 mmol) was dissolved in 200 mL THF and cooled to -20C. A solution of n-BuLi (112.5 mmol) was added over 10 minutes and the solution was kept at -20C for 30 min, then warmed to room temp and stirred for 3h. It was then cooled to -40C and to it was added methyl-2-fluorobenzoate (1.75 mL, 13.7 mmol) and the solution stirred at -40C for 30 min and then warmed to room temp for lh. 50 mL of methanol was then added over 5 min, followed by 6N aq HC1. The solution was stirred for 18h at room temp. It was then neutralized with NaHC03 to pH 8 and then diluted with ethyl acetate and water. The organics were washed with water three times and then brine and dried over sodium sulfate and concentrated in vacuo.The crude material was purified by flash chromatography using 10% methanol/ DCM. 1.5 g of product was isolated as a yellow solid (16%). 1H-NMR: (<¾-DMSO, 400 MHz) delta 12.22 (s, 1H), 8.86 (s, 1H), 8.83 (s, 1H), 7.98(dt, 1H), 7.46 (m, 1H), 7.38 (m, 2H), 7.02(s, 1H) LC/MS: calculated for Ci2H8FN3: 213.2; found 214.10 (M+H)+. 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. 3438-61-7, 5-Amino-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see. Reference:
Patent; GILEAD SCIENCES, INC.; BJORNSON, Kyla; BONDY, Steven, S.; CHOI, You-chul; CHOU, Chien-hung; MISHRA, Ruchika; TRENKLE, James, D.; TSE, Winston, C.; VIVIAN, Randall, W.; WO2011/146817; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 63155-11-3, Ethyl 2-(pyrimidin-2-yl)acetate, 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, HPLC of Formula: C8H10N2O2, blongs to pyrimidines compound. HPLC of Formula: C8H10N2O2

Reference Production Example 12 1.97 g of a compound of the formula (24-i), 1.84 g of ethyl (2-pyrimidinyl) acetate, 4.08 g of sodium ethoxide (20% ethanol solution) and 35 ml of ethanol were mixed. The mixture was stirred for 6 hours under reflux with heating. The reaction mixture was allowed to cool to room temperature, the, to the reaction mixture were added ice and 6 ml of 1.71 mol/L hydrochloric acid sequentially, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, then, mostly concentrated under reduced pressure. The resultant solid was collected by filtration, and the solid was dried under reduced pressure, to obtain 1.63 g of 5-(4-chlorophenyl)-6-methyl-4-(2-pyrimidinyl)-2H-pyridazin-3 -one. 1H-NMR (CDCl3 + DMSO-d6, TMS) delta (ppm): 2.13 (3 H, s), 7.07 (2 H, d, J=8.8 Hz), 7.13 (1 H, t, J=5.1 Hz), 7.23 (2 H, d, J=8.8 Hz), 8.66 (2 H, d, J=5.1 Hz), 12.00 (1 H, br s)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63155-11-3, Ethyl 2-(pyrimidin-2-yl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP1958946; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1122-47-0, 4-Amino-1-methylpyrimidin-2(1H)-one, 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, 1122-47-0, blongs to pyrimidines compound. Computed Properties of C5H7N3O

To a water solution (5 mL) of 1-Methylcytosine (1-Mecyt) (0.025 g, 0.2 mmol) was added dropwise and under stirring, an aqueous solution of BaCl2·2H2O (0.049 g, 0.2 mmol) at 60 C.The colorless mixture was left to evaporate and afforded colorless crystals within 2-3 days, upon very slow evaporation at room temperature. Yield: 65%; IR (KBr, nu/cm-1): 3421, 3326,3245, 3155 (O-H), 2911 (C-H), 1665, 1632, 1630, 1570 (C=O). Anal. Calcd for C5H9N3O2Cl2Ba(350.91 g mol-1): C, 17.09; H, 2.58; N, 11.96%. Found C, 17.89; H, 2.92; N, 10.99%. Compound 2 was prepared following the same synthetic protocol as for 1 using an aqueous solution(5 mL) of BaBr2·2H2O (0.067 g, 0.2 mmol). Yield: 65%; IR (KBr, nu/cm-1): 3420, 3321, 3236, 3149(O-H), 2907 (C-H), 1670, 1639, 1622, 1569 (C=O). Anal. Calcd for C5H9N3O2Br2Ba (440.28 gmol-1): C, 13.64; H, 2.06; N, 9.54%. Found C, 13.24; H, 2.50; N, 9.05%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1122-47-0, its application will become more common.

Reference:
Article; Marino, Nadia; Bruno, Rosaria; Armentano, Donatella; De Munno, Giovanni; Journal of Coordination Chemistry; vol. 71; 6; (2018); p. 828 – 844;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 34253-03-7, 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. 34253-03-7, name is Methyl pyrimidine-2-carboxylate. A new synthetic method of this compound is introduced below.

To a solution of 19D (0.35 g, 1.25 mmol) and 5L (0.173 g, 1.25 mmol) in THF (7 mL) was added sodium methoxide (0.135 g, 2.50 mmol). After stirring at room temperature under argon for one hour, the resultant dark yellow mixture was pored into a saturated solution of ammonium chloride. The mixture was extracted three times with ethyl acetate. The organic extract was dried over sodium sulfate, filtered and concentrated to give a dark brown sticky solid. This material was triturated with toluene and white solids precipitated. The solid was collected by filtration to give 19R. 1H NMR (400 MHz, DMSO) delta9.07-9.05 (d×d, j=1.0 Hz, 4.9 Hz, 2 H), 7.87 (m, 4 H), 7.74-7.71 (t, j=4.9 Hz, 1H). 7.56 (s, 1H) 7.48 (m, 2H), 7.38 (s, 1H), 6.29-6.28 (t, j=2.1 Hz, 2H), 5.44 (s, 4H). ES MS M + 1 = 387.1560.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34253-03-7, Methyl pyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia