Tag: M.W:100-200

Synthetic Route of 51-20-7, 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.51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, molecular weight is 190.9828, as common compound, the synthetic route is as follows.

5-bromouracil (191 g, 99.5% content; ie 1 mol),Tributylphosphine oxide (111.2 g, 98% content; ie 0.5 mol) andNitrile(200 ml) charged into 1000 ml with thermometer, stirring, constant pressure funnel,In a three-necked flask of a condenser (-5 – 10 C), the system was purged with nitrogen to check for leaks.The mixture of 5-bromouracil is heated to 80 C, solid phosgene (320 g, 99% content;That is, 3.2 mol) and 400 ml of a nitrile solution were added dropwise to the reaction solution through a constant pressure funnel.A small amount of phosgene begins to reflux during the addition. The phosgene was added for 70 minutes.The mixture was heated to 125 C. When the temperature is 90 C, a large amount of gas is released while the phosgene of the condenser is largely refluxed. After 40 minutes, the reaction mixture was a clear red color.The deflation rate after 40 minutes was very slow; the reaction solution was sampled and then the reaction was continued for 1 hour, during which time all deflation had stopped. HPLC analysis indicated complete reaction. The reaction mixture was cooled and unreacted phosgene was removed by purging with nitrogen. The column was packed, the solvent was recovered under reduced pressure, and the product was further distilled to obtain 204.5 g of a product of 99% or more, and the yield was about 89.7%.

The chemical industry reduces the impact on the environment during synthesis 51-20-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hangzhou Bulang Bio-pharmaceutical Technology Co., Ltd.; Huang Guoxiang; Ma Xiaoke; (6 pag.)CN109516958; (2019); A;,
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. 22536-64-7, name is 2-Chloro-4-methoxy-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H7ClN2O

A mixture of tert-butyl 4-(4-hydroxyphenyl)piperazine- 1 -carboxylate (2.78 g, 10.0 mmol), 2-chloro-4-methoxy-6-methylpyrimidine (1.74 g, 11.0 mmol) and sodium carbonate (1.16 g, 11.0 mmol) in acetonitrile (10 mL) was heated to 80C and stirred for 20 hours under an N2 atmosphere. The reaction mixture was then cooled to rt. The resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as a white solid (1.02 g, 25.5%). The compound was characterized by the following spectroscopic data:LC-MS (ESI, pos. ion) m/z: 401.2 [M + H] and?HNMR(400 MHz, CDC13) (ppm): 7.13 -7.11 (m, 2H), 6.96-6.92 (m, 2H), 6.27 (s, 1H), 3.84(s, 3H), 3.59 (t, J 4.8 Hz, 4H), 3.11 (t, J= 4.7 Hz, 4H), 2.33 (s, 3H), 1.48 (s, 9H).

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, 22536-64-7, 2-Chloro-4-methoxy-6-methylpyrimidine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; CHENG, Changchung; WO2015/169180; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1004-40-6 , The common heterocyclic compound, 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, 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.

Representative procedure for the synthesis of dihydropyrido[2,3-d]pyrimidines 4: N,N-Dimethyl-6-aminouracil 1a (0.310 g, 2 mmol benzaldehyde 2a (0.212 g, 2 mmol), 3-cyanoacetyl indole 3 (0.368 g, 2 mmol) were taken in a round bottom flask containing ethanol (10 mL). To this was added InCl3 (5 mol %) and the reaction mixture was refluxed for 6 h. After completion of the reaction (monitored by TLC), the reaction mixture was cooled and filtered. The solid product obtained was washed with water and ethanol, and finally recrystallized from ethanol. The structure of the compound was ascertained as 4a from the spectroscopic data and elemental analysis. Yield = 0.670 g (82%) Compound 4a: Similarly compounds 4b-q were synthesized and characterized.

The synthetic route of 1004-40-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Seetham Naidu; Borah, Pallabi; Bhuyan, Pulak J.; Tetrahedron Letters; vol. 53; 31; (2012); p. 4015 – 4017;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 24391-41-1 ,Some common heterocyclic compound, 24391-41-1, molecular formula is C7H3ClN4, 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.

Synthesis of Compound 16.5. A solution of compound 16.4 (600 mg, 3.4 mol), DIPEA (0.8 ml, 4.4 mmol), and Pd(dppf)2Cl2 (27 mg, 0.04 mmol) in MeOH (12 ml) under CO (100 psi) was heated (100 C.) for 16 hr. The solvent was removed in vacuo, and the residue was triturated (EtOAc) to afford compound 16.5 (400 mg, 58%) as an off-white solid. 1H-NMR (500 MHz, DMSO-d6) delta 13.64 (bs, 1H), 9.06(s, 1H), 8.80 (s, 1H), 3.98 (s, 3H). MS m/z 203 [M+1]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24391-41-1, its application will become more common.

Reference:
Patent; Sunesis Pharmaceuticals, Inc; US2009/5359; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1119280-68-0, 2-Chlorothieno[3,2-d]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-Chlorothieno[3,2-d]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 2-Chlorothieno[3,2-d]pyrimidine

2-chlorothieno[3,2-d]pyrimidine (4, 0.9 g, 5 mmol) was taken up in acetonitrile (10 mL) to form a mixture. Bromine (0.450 mL, 8 mmol), followed by HI04 (0.558 g, 2 mmol) were added to the mxiture and the mixture was refluxed for 2 h. Thin layer chromatography (TLC) of the reaction mixture showed complete conversion of compound 4 to compound 5. The reaction mixture was then cooled and poured in ethyl acetate to form a mixture. Water, followed by saturated sodium thiosulfate were added to the mixture to form a biphasic mixture having an organic layer and an aqueous layer. The organic layer was separated from the aqueous layer, washed sucessively with bicarbonate and brine, dried over Na2S04 and concentrated to obtain 7-bromo-2-chlorothieno[3,2-d]pyrimidine (5, l g, 68.96%). ‘HNMR (CDCl3): 9.18 (s, 1 H), 8.10 (s, 1 H).

The synthetic route of 1119280-68-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/79231; (2011); 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 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

1.4. 2-[1-[2-(2-Methoxyphenoxy)ethyl]piperidin-4-yl-amino]pyrimidine-4-carboxamide, hydrochloride. 2.1 g (0.0073 mol) of 1-[2-(2-methoxyphenoxy)-ethyl]piperidin-4-amine, 1.15 g (0.0073 mol) of 2-chloropyrimidine-4-carboxamide and 3 g (0.0219 mol) of potassium carbonate in solution in 42 ml of N,N-dimethylformamide are introduced into a 100 ml round bottom flask. The mixture is stirred for 48 hours at room temperature, it is poured into water and then extracted three times with ethyl acetate. The organic phase is washed once with water, dried over sodium sulphate, filtered and the filtrate is concentrated under reduced pressure. The base is recrystallized from 2-propanol to give 0.7 g of base. 19 ml of a 0.1N hydrochloric acid solution in 2-propanol are added to the base in solution in a mixture of dichloromethane and 2-propanol. The solvent is evaporated under reduced pressure and the hydrochloride is recrystallized from 2-propanol. 0.26 g of compound are obtained. Melting point: 194-196 C.

With the rapid development of chemical substances, we look forward to future research findings about 22536-66-9.

Reference:
Patent; Synthelabo; US5246939; (1993); A;,
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.10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, molecular weight is 159.5306, as common compound, the synthetic route is as follows.Recommanded Product: 10320-42-0

The first step: vacuuming a dry 50 mL reaction jar with nitrogen Three times, then add 2-fluoroaniline to the reaction jar(111 mg, 1.0 mmol, 1.0 equiv), add 10.0 mL of dried acetonitrile and stir until2-fluoroaniline is completely soluble,Then 2-chloro-5-nitropyrimidine (0.1593 g, 1.0 mmol, 1.0 equiv) was added to the reaction flask. Whole mixture in nitrogenThe reaction was carried out under a gas pressure for 4-5 hours. The reaction is detected by TLC, and if the reaction of aniline is detected, it can be stopped.Stop the reaction. The experimental treatment is to drain the solution in the reaction; dissolve the solute in the reaction flask with ethyl acetate, and transfer toIn a 100 mL round bottom flask, add 2 mL (200-300 mesh) of silica gel to the round bottom flask for spin-drying (petroleum ether and acetic acid B).Ester) over silica gel in the column. Wait until the intermediate product is pale yellow crystal N-(2-fluorophenyl)-5-nitropyrimidin-2-amine (209 mg, 97% yield)rate).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jinan University; Feng Pengju; Chen Tianfeng; Chen Junfeng; Huang Yifeng; (25 pag.)CN108148005; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4595-61-3, Pyrimidine-5-carboxylic acid, 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, Safety of Pyrimidine-5-carboxylic acid, blongs to pyrimidines compound. Safety of Pyrimidine-5-carboxylic acid

Compound 25 BTC (1 .15 eq, 0.100 mmol, 30 mg) was dissolved in dry THF (5 ml) under an atmosphere of argon. Pyrimidine-5-carboxylic acid (3.5 eq, 0.305 mmol, 67 mg) was added. syn-Collidine (8 eq, 0.700 mmol, 0.092 ml) was slowly added via syringe and the white suspension was stirred at room temperature for 10 min. The amine (1 eq, 0.087 mmol, 70 mg) and DIPEA (10 eq, 0.872 mmol, 0.150 ml) were added via syringe. The reaction mixture was stirred for 12 h at room temperature and quenched by the addition of water. After removing the organic solvent under reduced pressure the aqueous phase was extracted with EtOAc (3 x 50 ml). The organic phase was washed with saturated NaHC03 solution (2 x 50 ml), aqueous HCI solution (5 percent, 2 x 50 ml), water (1 x 50 ml) and brine (1 x 50 ml). After drying over Na2S04 and filtration, the solvent was removed under reduced pressure. Column chromatography (CHCI3:MeOH; 1 .5 percent MeOH) yielded the product as an yellow solid (55 mg, 65 percent). The solid (1 eq, 0.058 mmol, 53 mg) and phenylsilane (8 eq, 0.467 mmol, 0.057 ml) were dissolved in dry THF under an atmosphere of argon and exclusion of light. Pd[P(Ph)3]4 (0.5 eq, 0.029 mmol, 34 mg) was added and the mixture was stirred 12 h at room temperature. After adding 3 drops of acetic acid the solvent was removed under reduced pressure. The product was isolated after preparative HPLC purification as a white powder (9 mg, 20 percent). H-NMR (DMSO-ds, 400 MHz): delta [ppm] 3.08 (m, 1 H), 3.17 (dd, Ji = 17.1 Hz, J2 = 5.2 Hz, 1 H), 3.77 (s, 3H), 3.92 (s, 3H), 4.99 (m, 1 H), 7.56 (d, J = 8.9 Hz, 1 H), 7.81 (m, 3H), 7.91 (d, J = 8.9 Hz, 2H), 7.99 (d, J= 8.4 Hz, 5H) 8.32 (d, J = 9.4 Hz, 1 H), 9.1 1 (d, J = 7.5 Hz, 1 H), 9.32 (s, 2H), 9.39 (s, 1 H), 9.70 (s, 1 H), 10.61 (s, 1 H), 10.87 (s, 1 H), 1 1 .15 (s, 1 H), 1 1 .57 (s, 1 H). HR-MS: [M-H]- calculated: 787.21068 [M-H]- found: 787.21283

The synthetic route of 4595-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TECHNISCHE UNIVERSITAeT BERLIN; CENTRE DE COOPERATION INTERNATIONALE EN RECHERCHE AGRONOMIQUE POUR LE DEVELOPPEMENT (CIRAD); SUeSSMUTH, Roderich; KRETZ, Julian; SCHUBERT, Vivien; PESIC, Alexander; HUeGELLAND, Manuela; ROYER, Monique; COCIANCICH, Stephane; ROTT, Phillipe; KERWAT, Dennis; GRAeTZ, Stefan; WO2014/125075; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51-20-7, 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.51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, molecular weight is 190.9828, as common compound, the synthetic route is as follows.

To a mixture of 5-bromo-1H-pyrimidine-2,4-dione (400.6 mg, 2.1 mmol, 1.0 eq) and 1-([1,1?-biphenyl]-3-yl)piperazine (500 mg, 2.1 mmol, 1.0 eq) in DMSO (10.00 mL) was addedpotassium fluoride (182.8 mg, 3.15 mmol, 1.5 eq). The resulting mixture was stirred at 110 C for 8 hours, cooled to room temperature, poured into water and the gray precipitate collected by suction filtration. The gray solid was washed with 100 mL of 1:1 EtOAc: petroleum ether to give 5-(4-([ 1,1 ?-biphenyl]-3 -yl)piperazin- 1 -yl)pyrimidine-2,4(1H,3H)-dione (500.0 mg, 1.4mmol, 68.3% yield) as a gray solid. LCMS Method B (ESI+): Expected m/z 349.1 (M+1) found m/z 349.1 (M+1), RT: 2.16 Mm.

Statistics shows that 51-20-7 is playing an increasingly important role. we look forward to future research findings about 5-Bromouracil.

Reference:
Patent; VYERA PHARMACEUTICALS, LLC; WELSCH, Matthew; HOPPER, Allen, T.; THOMAS, Stephen, B.; (136 pag.)WO2019/32458; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 20781-06-0, Adding some certain compound to certain chemical reactions, such as: 20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde,molecular formula is C5H6N4O, 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 20781-06-0.

A. Preparation of 2,6-dipivaloylamino-5-carboxaldehydepyrimidine STR40 To a 250 mL round bottom flask flame dried under a nitrogen atmosphere was suspended 2.0 g (14.5 mmol) of 2,6-diamino-5-carboxaldehydepyrimidine [as described in J. Med. Chem., 26:667-673 (1983)] in 16 mL of anhydrous DMF, followed by the addition of 16 mL (78.9 mmol) of trimethylacetic anhydride. This mixture was then heated to 160 C. for 1 hours. The dark brown solution was cooled to ambient temperature and the volatiles were removed in vacuo. The crude residue was dissolved in 100 mL of MeCl2 and washed 3 times with 100 mL hot water, dried over Na2 SO4, and removed in vacuo. The solid was then flash chromatographed on silica gel eluding with 1:1 EtOAc/MeCl2. The correct fractions were combined and removed in vacuo to give 2.4 g (54%) of 2,6-dipivaloylamino-5-carboxaldehydepyrimidine as a white solid. Rf =0.21 (1:1 EtOAc/MeCl2) mp.=182-184 C. Mass (FAB) M+1 HRMS=Calcd.: 307.1770; Found: 307.1758 IR (KBr, cm-1)=802, 836, 1001, 1130, 1208, 1256, 1327, 1370, 1397, 1452, 1485, 1625, 1663, 1718, 2969, 3223, 3511 UV (EtOH) lambdamax =291, 248 (epsilon=14,856, 28,220) 1 H NMR (300 MHz, CDCl3) delta1.35 (S, 9H), 1.38 (S, 9H), 8.61 (br s, 1H), 8.87 (s, 1H), 9.85 (s, 1H), 11.42 (br s, 1H)

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. 20781-06-0, 2,4-Diaminopyrimidine-5-carboxaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; US5426110; (1995); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia