Day: March 17, 2021

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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 49844-90-8

Trans-4-{4-[4-(4-Methanesulfonyl-piperidin-1-yl)-indazol-1-yl]-pyrimidin-2-ylamino}-cyclohexanol; Step 1: Preparation of N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine; In a 250 mL round bottom flask, 4-chloro-2-methylsulfanyl-pyrimidine (5 g, 31.1 mmol), hydrazine (4.5 g, 140 mmol) and potassium carbonate (6.45 g, 46.7 mmol) were combined with ethanol (50 mL). The mixture was refluxed for 3 hrs and filtered. The filtered solid was rinsed with ethanol (30 mL). The combined ethanol solution was evaporated to give a crude oily mixture which was purified by ISCO flash column chromatography (30% to 100% ethyl acetate in hexanes) to give N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine as a white solid (2.8 g, 57.6% yield).

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, 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine.

Reference:
Patent; Gong, Leyi; Han, Xiaochun; Makra, Ferenc; Palmer, Wylie Solang; Raptova, Lubica; US2011/34470; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, 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 Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, blongs to pyrimidines compound. Quality Control of Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds 5.1.2.6 5-[2-(4′-(Trifluoromethoxy)biphen-4-yl)-2-oxoethyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (12) 69% Yield, mp > 250 C 1H NMR delta 11.46 (s, 2H, NH), 8.05 (d, 2H, Jo = 8.3), 7.84-7.90 (m, 4H), 7.49 (d, 2H, Jo = 8.3), 7.32 (s, 1H, OH), 3.93 (s, 2H). Anal. % (C19H13F3N2O6) calculated: C 54.04, H 4.55, N 6.63; found C 53.91, H 4.44, N 6.72.

The synthetic route of 2244-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
Pyrimidine | C4H4N2 – PubChem,
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. 1195-08-0, name is 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde, molecular formula is C5H4N2O3, 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. Product Details of 1195-08-0

General Synthesis of Tethered Oxime Dimers. A set of 14 aryl aldehydes was selected for library synthesis for coupling to the three uracil containing aldehydes using the O, O’-diaminoalkanediol linkers as follows. To each 0.5-ml well of a Matrix microtiter plate was added a DMSO stock solution of AcOH (20 mul, 150 niM, 3 mumol), uracil aldehyde 1, 2 or 3 (20 mul, 150 mM, 3 mumol) and a single aryl aldehyde (20 mul, 150 niM, 3 mumol). The plate was carefully agitated to make the solutions homogenous. To each of the uracil-aryl aldehyde mixture was added a DMSO solution of the O, O’-diaminoalkanediol linkers containing each of the five linker lengths in equal proportion (22 mul, 150 mM, 3.3 mumol total amine equivalents). The plate was sealed, further agitated and incubated in an oven for 12 h at 370C.The most potent inhibitors from this first screen 2-(2)-3 and 3-(3)-13) were synthesized in larger scale and thoroughly characterized after HPLC purification of the heterodimers:2-(2)-3: 1H NMR (400 MHz, DMSO-d6): delta 8.05 (s, 1 H), 7.91 (s, 1 H), 7.78 (s, 1 H), 7.04 (s, J= 2.4 Hz, 1 H), 6.86 (m, 1 H), 6.74 (d, J= 8.0 Hz, 1 H), 4.26 (s, 1 H); 13C NMR (100 MHz, DMSO-d6): delta 162.40, 151.04, 149.25, 147.92, 145.75, 142.74, 140.66, 123.05, 119.88, 115.74, 113.10, 104.31, 71.82, 71.54. UV/Vis: Aax 275 nm; HRMS (m/z): [M+Naf calcd for C14H14N4O6Na, 357.08; found, 357.08.3-(3)Lambda3: 1H NMR (400 MHz, DMSO-d6): delta 9.10 (bs, H), 8.01 (s, 1 H), 7.94 (s, 1 H), 7.04 (d, J= 1.6 Hz, 1 H), 6.82 (d, J= 7.6 Hz, 1 H), 6.74 (d, J= 7.6 Hz, 1 H), 5.78 (s, 1 H), 4.26 (t, J= 6.8 Hz, 2 H), 4.12 (t, J= 6.0 Hz, 2 H), 2.06 (t, J= 6.8 Hz, 2 H); 13C NMR (125 MHz, DMSO-d6): delta 163.95, 151.15, 148.96, 148.04, 145.89, 144.73, 142.23, 123.12, 119.83,-66-211592 1 EPO 115.81, 113.15, 101.60, 71.94, 69.76, 28.46; UV/Vis: lambdamax 273 nm; HRMS (m/z): [M+H]+ calcd for Ci5Hi7N4O6, 349.11; found, 349.11.

With the rapid development of chemical substances, we look forward to future research findings about 1195-08-0.

Reference:
Patent; THE JOHNS HOPKINS UNIVERSITY; WO2006/135763; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7627-39-6, 2,4-Dichloro-5-(ethoxymethyl)pyrimidine, 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, Recommanded Product: 2,4-Dichloro-5-(ethoxymethyl)pyrimidine, blongs to pyrimidines compound. Recommanded Product: 2,4-Dichloro-5-(ethoxymethyl)pyrimidine

A yellow slurry mixture of (S)-3 -hydroxy- 10-methyl-9, 10, 11,12-tetrahydro-8H- [l,4]diazepino[5′,6′:4,5]thieno[3,2-f]quinolin-8-one (30 g, 100 mmol), 2,4-dichloro-5- (ethoxymethyl)pyrimidine (24.90 g, 120 mmol), and potassium carbonate (325 mesh) (16.96 g, 120 mmol) in DMSO (150 ml, 2114 mmol) and THF (150 ml, 1831 mmol) was stirred at ambient temperature for 5 – 10 minutes, followed by heating at 40 – 45 C for at least 16 hours with sufficient agitation (350 – 400 rpm). The yellow/tan slurry mixture was then cooled to 20 – 25 C, and filtered over 9 g of Celite (prewetted with 15 mL of THF). The yellow filtrate (-400 ml) was transferred back to the visually clean jacketed flask along with 240 mL of THF, and was heated to 40-45 C over 30 minutes. To the mixture was charged 150 mL of 10 wt% aqueous NaCl, stirred for 5 minutes and settled for phase split. After the bottom aqueous phase was removed, 150 mL of THF and 150 mL of 10 wt% aqueous NaCl were charged and stirred at 40- 45 C for 5 minutes. The aqueous phase was removed again. Then, 90 mL of THF and 50 mL of 10 wt% aqueous NaCl were charged,maintining the batch temp at 40-45 C (lower temp will make product crystallize out). The aqueous phase was removed and the remaining organic portion was distilled under atmospheric pressure at 65-70 C to ~ 300 ml. The batch was seeded with 200 mg of the product and the resulting mixture was aged for one hour. Then the batch was distilled with addition of isopropanol (600 ml) at a rate sufficient to maintain a constant batch volume. The slurry was cooled from -70 C to 22 C over 4 hours, hold at 22 C for 16 hours and filtered, washed with 3 x 30 mL of IP A, and dried in a vacuum oven at 40-45 C for 12-16 hours to afford a yellow solid (41.1 g, 87% yield); HPLC: Waters Ascentis Express C-18 HPLC column, 10 cm X 4.6 muiotaeta, 1 mL/min, 234 nm, gradient at 100% 0.1% H3P04to 100% CH3CN in 10 min, then hold at 100% CH3CN for 5 min): tR= 6.40 min (99.0%). 1H NMR (300 MHz, DMSO-i) delta ppm 1.13 – 1.27 (m, 6 H) 3.42 – 3.54 (m, 2 H) 3.57 – 3.70 (m, 3 H) 4.66 (s, 2 H) 7.18 (br t, J=5.18 Hz, 1 H) 7.64 (d, J=9.08 Hz, 1 H) 7.87 (d, J=8.89 Hz, 1 H) 8.12 – 8.23 (m, 2 H) 8.72 (s, 1 H) 9.37 (d, J=9.17 Hz, 1 H);13C NMR (75 MHz, DMSO- ) delta ppm 15.47, 19.12, 48.46, 52.39, 64.02, 66.28, 114.87, 115.10, 119.60, 124.30, 126.49, 126.75, 127.7, 135.77, 139.30, 145.00, 145.84, 156.32, 158.02, 160.48, 164.52, 167.37. LC/MS m/e+= 470. Anal. Calcd. for C22H2oN503SCl: C, 56.23; H, 4.29; N, 14.90; S, 6.82; CI, 7.54. Found: C, 55.87; H, 4.33; N, 14.61; S, 6.60.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7627-39-6, 2,4-Dichloro-5-(ethoxymethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE CAR LLC; MALONA, John; RUCHELMAN, Alexander L.; (117 pag.)WO2018/170204; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 7461-50-9 ,Some common heterocyclic compound, 7461-50-9, molecular formula is C4H4ClN3, 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.

Example 1 N-(4-((4-Aminopyrimidin-2-yloxy)methyl)benzyl)-2,2,2-trifluoroacetamide (1) 760 mg (3.25 mmol) 2,2,2-Trifluoro-N-(4-hydroxymethyl-benzyl)-acetamide is dissolved in 3 mL dry dimethylacetamide under argon atmosphere, and 273 mg (8.15 mmol) NaH is added over 5 min. 211 mg (1.63 mmol) 2-Chloropyrimidin-4-amine is then added and the solution stirred at 90C over night. 1 mL Water is added carefully to quench all excess NaH, and the mixture poured into 50 ml of 0.5 N HCI. The crude product is extracted with ethyl acetate, the combined organic phases washed with brine and dried over MgSO4. After evaporation of the solvent, the product is purified by flash column chromatography (gradient ethyl acetate:cyclohexane from 1:1 to 3:1). Yield: 350 mg (52%). ESI-MS m/z 327 [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. 7461-50-9, 2-Chloropyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EPFL Ecole Polytechnique Federale de Lausanne; EP1882688; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 75833-38-4, 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.75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.54, as common compound, the synthetic route is as follows.

A solution of 2-chloropyrimidine-4-carbonitrile (163 mg, 1.17 mmol), 2-amino-1-(piperidin-1-yl)ethanone hydrochloride (240 mg, 1.34 mmol) and DIPEA (0.510 mL, 2.92 mmol) in acetonitrile (2 mL) was stirred at 100 C for 16 hr. The reaction mixture was partitioned between ethyl acetate (20 mL) and water (20 mL), and the organic layer was washed with water (20 mL). The aqueous was back-extracted with ethyl acetate (2 x 10 mL) and the combined organic layers were dried through a hydrophobic frit and evaporated to dryness. The crude product was purified by silica chromatography (0-50 % (3:1 ethyl acetate:ethanol + 1 %triethylamine)/cyclohexane). Appropriate fractions were evaporated to dryness to afford 2-((2-oxo-2-(piperidin-1-yl)ethyl)amino)pyrimidine-4-carbonitrile (240 mg, 0.978 mmol, 84 % yield) as a yellow solid. LCMS (High pH, ES+): tR = 0.80 min, [M+H+ 246.2. 1H NMR (400 MHz, CDCl3) delta 1.52 – 1.76 (m, 6 H), 3.42 (t, J = 5.1 Hz, 2 H), 3.54 – 3.67 (m, 2 H), 4.16 (d, J = 4.0 Hz, 2 H), 6.67 (br. s., 1 H), 6.85 (d, J = 4.5 Hz, 1 H), 8.47 (d, J = 4.8 Hz, 1 H). 13C NMR (101 MHz, CDCl3) delta 24.4, 25.4, 26.2, 43.0, 43.2, 45.5, 113.5, 116.1, 141.3, 160.1, 161.6, 165.9. numax (neat): 3347, 2935, 2854, 1643, 1579, 1547, 1529, 1481, 1440, 1403, 1339, 1255, 1233, 1200, 1134, 1077, 1008, 855, 805, 734 cm-1. HRMS: (C12H16N5O) [M+H]+ requires 246.1349, found [M+H]+ 246.1342.

The chemical industry reduces the impact on the environment during synthesis 75833-38-4, I believe this compound will play a more active role in future production and life.

Reference:
Article; Law, Robert P.; Ukuser, Sabri; Tape, Daniel T.; Talbot, Eric P. A.; Synthesis; vol. 49; 16; (2017); p. 3775 – 3793;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 211244-81-4, 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-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, Recommanded Product: 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one, blongs to pyrimidines compound. Recommanded Product: 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

Step 1: Synthesis of 6-bromo-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (7)¡¤[00372] To a solution of 2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (6, 1.00 g, 5.2 mmol) in anhydrous dimethylformamide (25 mL) was added A jromosuccinimide (0.99 g, 5.6 mmol) portionwise at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1 x 20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.5 mmol, 48%). ESMS m/z 272 (M+H)+; ? NMR (400 MHz, DMSO-Patent; AFRAXIS, INC.; CAMPBELL, David; DURON, Sergio, G.; VOLLRATH, Benedikt; WADE, Warren; WO2011/156786; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1480-96-2, Adding some certain compound to certain chemical reactions, such as: 1480-96-2, name is 5-Fluoro-2-methoxypyrimidin-4(3H)-one,molecular formula is C5H5FN2O2, 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 1480-96-2.

500 g of methanol was placed in a constant-temperature reaction bath, and hydrogen chloride gas was introduced until the methanol increased weight to 543 g-556 g to stop aeration. The prepared methanol solution of hydrogen chloride was placed in a refrigerator for use.In a dry and clean 500 mL four-neck flask, 250 g of hydrochloric acid in methanol was added, and 50 g of 2-methoxy-5-fluorouracil was stirred. When the temperature was raised to 28 C., incubation was started. After 5 h, samples were taken for HPLC detection. At 0.07%, the reaction was completed, the temperature was lowered to 15C, and the resulting solid was suction filtered.The refined 5-fluorouracil is refined and the mother liquor is concentrated after suction filtrationShrink the recovered methanol for use. The resulting 5-fluorouracil dry weight was 35.4 g, with a purity of 99.82% and a yield of 78.3%.

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. 1480-96-2, 5-Fluoro-2-methoxypyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jinghua Pharmaceutical Group Nantong Co., Ltd.; Yuan Yongjun; Shen Xiaojuan; Li Shufen; Chen Xuelian; Wu Yuxiang; (4 pag.)CN107963994; (2018); 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. 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

A mixture of 6-chloro-1H-pyrazolo[3,4-djpyrimidine (1.25 g, 8.09 mmol), pyridinium ptoluene sulfonate (203 mg, 0.81 mmol) and 3,4-dihydro-2h-pyran (1.36 g, 16.17 mmol) indichloromethane (25 mL) was heated at reflux for 6 h and concentrated under reduced pressure. Theresidue was purified by column chromatography (silica gel, 100-200 mesh, 0 to 40% ethyl acetate inpetroleum ether) to afford 6-chloro- 1 -tetrahydropyran-2-yl-pyrazolo [3 ,4-djpyrimidine (1.8 g, 93%)as a white solid. 1H NMR(400 MHz, CDCl3) d 9.10 – 8.99 (m, 1H), 8.26 – 8.14 (m, 1H), 6.13 – 5.98 (m, 1H), 4.21 – 4.09 (m, 1H), 3.91 – 3.76 (m, 1H), 2.67 – 2.48 (m, 1H), 2.59 – 2.48 (m, 1H), 2.21 – 2.09 (m, 1H), 2.00 – 1.91 (m, 1H), 1.86 – 1.75 (m, 2H), 1.70 – 1.60 (m, 1H).

The synthetic route of 23002-51-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; PATEL, Snahel; (77 pag.)WO2019/204537; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 186046-78-6, 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. 186046-78-6, name is 2-(4-(((Benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid, molecular formula is C20H17N3O5, 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.

Example 50 N-{[4-N-(Benzhydryloxycarbonyl)-cytosin- 1 -yl]-acetyl}-N-[2-(2-nitro-benzenesulfonylamino)-ethyl]-glycine ethyl ester The title compound (2.45 g, 88%) was synthesised by the reaction of N-[2-(2-nitro-benzenesulfonylamino)-ethyl]-glycine ethyl ester (1.33 g, 4 mmol) and 2-[4-N-(benzhydryloxycarbonyl)-cytosin-1-yl]-acetic acid (1.51 g, 4 mmol) as per the procedure of example 46. 1H-NMR (500 MHz; DMSO-d6) delta 10.99 (s, 0.6H,), 10.98 (s, 0.4H), 8.30~7.80 (m, 5H), 7.50~7.25 (m, 10H), 6.94 (t, 1H), 6.79 (s, 1H), 4.79 (s, 1.2H), 4.61 (s, 0.8H), 4.33 (s, 0.8H), 4.15 (q, 0.8H), 4.05 (q, 1.2H), 4.01 (s, 1.2H),, 3.52 (t, 1.2H), 3.36 (t, 0.8H), 3.24 (q, 1.2H), 3.02 (q, 0.8H), 1.23 (t, 1.2H), 1.15 (t, 1.8H).

According to the analysis of related databases, 186046-78-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kim, Sung Kee; Lee, Hyunil; Lim, Jong Chan; Choi, Hoon; Jeon, Jae Hoon; Ahn, Sang Youl; Lee, Sung Hee; US2003/195332; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia