Tag: M.W:200-300

Related Products of 1088994-22-2 ,Some common heterocyclic compound, 1088994-22-2, molecular formula is C12H10N2O2, 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 8 was obtained by the following procedure: 5-methyl-2-(pyrimidin-2- yl)benzoic acid (428mg, 2mmol; prepared according to WO 2008147518), intermediate 1 (500mg, 2mmol) and DIPEA (0.65ml) were dissolved in DCM (5ml) at 0C, then T3P (50% in DCM, 1 .5g) was added. The mixture is stirred at reflux for 8 hours then at RT overnight. The reaction was washed with NaOH 1 M and water, dried (Na2SO4) and evaporated. The crude was purified by silica gel column chromatography (DCM to DCM/MeOH = 95/05) to obtain 180mg of the title compound.MS (ESI); m/z 446 [MH]+ 1 HNMR (CDCI3) delta ppm 8.80-8.77 (m, 1 H) 8.64-8.6 (d, 1 H) 8.36-8.31 (d, 1 H) 8.08- 8.04 (m, 1 H) 7.43-7.17 (m, 3H) 7.08-7.03 (t,1 H) 6.36-6.31 (d, 1 H) 5.79 (bs, 1 H) 5.19-5.1 1 (m, 1 H) 4.00-3.89 (m, 1 H) 3.71 -3.62 (m, 1 H) 3.50-3.39 (m, 1 H) 3.37- 3.21 (m, 1 H) 2.45 (s, 3H) 2.31 -2.24 (dd, 1 H) 1 .99-1 .88 (dt, 1 H) 1 .25-1 .19 (d, 1 H) 0.75-0.68 (d, 1 H) 0.60-0.13 (m, 4H).

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. 1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ROTTAPHARM S.P.A.; STASI, Luigi Piero; ROVATI, Lucio; WO2012/104338; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 98141-42-5, 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.98141-42-5, name is 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C6H4Cl2N4, molecular weight is 203.03, as common compound, the synthetic route is as follows.

A mixture of 3-methoxyphenol (70 muL) and NaH (37 mg) in dry THF (3 mL) under N2 was stirred for 30 min. 4,6-Dichloro-l-methyl-lH-pyrazolo[3,4-d]pyrimidine 5 was added. After 18 hr, the reaction mixture was cooled, diluted with water, extracted with EtOAc, dried (Na2SO4), filtered and concentrated in vacuo then purified by flash chromatography to give a 2:1 mixture of 6-chloro-4-(3-methoxy-phenoxy)-l-methyl-lH-pyrazolo[3,4-d]pyrimidine and 3-methoxyphenol.

The chemical industry reduces the impact on the environment during synthesis 98141-42-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; WO2009/97446; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 61727-33-1, name is 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid

Example 5 Methyl 7-[2-(difluoromethoxy)phenyl]-2-(methylsulfanyl)thieno[3,2-d]pyrimidine-6-carboxylate A mixture of 780 mg of 2-(difluoromethoxy)benzaldehyde and 300 mg of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid 1 in 15 ml of anisole is microwave-heated at 130 C. for 45 min and then again for 15 min and again at 140 C. for 15 min. 160 mg of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid 1 is then added and the mixture is again heated at 130 C. for 30 min. The mixture is concentrated under vacuum and purified on 40 g of silica, elution being carried out with 0-10% of ethyl acetate in heptane, so as to obtain 268 mg of [5-chloro-2-(methylsulfanyl)pyrimidin-4-yl][2-(difluoromethoxy)phenyl]methanol 6 in the form of a colourless oil.

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, 61727-33-1, 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid.

Reference:
Patent; SANOFI; CARRY, Jean-Christophe; CHATREAUX, Fabienne; DEPRETS, Stephanie; DUCLOS, Olivier; LEROY, Vincent; MALLART, Sergio; MELON-MANGUER, Dominique; MENDEZ-PEREZ, Maria; VERGNE, Fabrice; US2013/261106; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 145783-15-9, 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. 145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, molecular formula is C7H9Cl2N3S, 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.

(1) 570g compound II and 2500g water are mixed, then with stirring, add in batches 756g sodium bicarbonate. After completion of addition, while stirring add in batches 350g compound I. Then heat to 100 C. Stir the reaction for 20h, the reaction solution becomes dark red muddy shape, stop heating, cooling to 40 C the following, the reaction product is added to 1000 ml ethyl acetate, stirring 5 min later, the liquid, aqueous phase for the 500 ml ethyl acetate extraction a, combined organic phase, the organic phase by adding 100 ml normal heptane, stirring to wash-out when a large amount of white solid, continue to stir 1h, filtered, get white solid compound III, product after drying 554g, yield of 88.3%, purity of 99.8%;

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 145783-15-9, 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine.

Reference:
Patent; Chengdu Huayu Pharmaceutical Co., Ltd.; Luo, Chaobin; Wan, Jiulei; (7 pag.)CN105669681; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 35265-82-8, 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 35265-82-8, name is 2,4-Dichloro-6-methylthieno[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2,4-dichloro-6-methylthieno[3,2-d]pyrimidine (450 mg, 2.05 mmol), aqueous NaOH (1N, 4 mL) and THF (4 mL) was stirred at room temperature under N2. The reaction was monitored by HPLC until the reaction was completed. Then the mixture was neutralized to PH 5 by addition of 2N aqueous HCl. The solid was filtrated and dried to give 380 mg of 2-chloro-6-methylthieno[3,2-d]pyrimidin-4(3H)-one (yield was 92%) as a yellow solid. MS obsd. (ESI+) [(M+H)+]: 201.

According to the analysis of related databases, 35265-82-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc; Liang, Chungen; Wang, Lisha; Yun, Hongying; Zheng, Xiufang; US2013/90328; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 144927-57-1, 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.144927-57-1, name is Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate, molecular formula is C9H8ClN3O2, molecular weight is 225.6317, as common compound, the synthetic route is as follows.

Ethyl 4-chloro-7H-pyrrolo[2,3-^pyrimidine-5-carboxylate (50.0 mg, 0.222 mmol), phenyl boronic acid (32.4 mg, 0.266 mmol) and potassium carbonate (0.332 mL, 0.665 mmol) were added to tetrahydrofuran (1.5 mL) in a microwave vial. The solution was purged with nitrogen for 5 minutes and PdCl2(dppf)-CH2Cl2 (18 mg, 0.022 mmol) was then added. The reaction was sealed and heated at 125 C by microwave irradiation for 30 minutes. The reaction mixture was diluted with EtOAc and washed with saturated sodium bicarbonate, dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification of desired product was carried out by reverse phase HPLC using an acetonitrile gradient in water with 0.1% TFA modifier. Pure fractions were pooled and concentrated under reduced pressure. Saturated aqueous sodium bicarbonate and EtOAc were added to the residue. The organic layer was separated and the aqueous layer was then extracted with EtOAc (x3). The combined organic layers were then washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to afford the product as a solid. LRMS (ESI) calc’d for C15Hi4ClN302 [M+H]+: 268, found268. 1H NMR (600 MHz, DMSO-D6) delta 13.01 (s, 1H), 8.91 (s, 1H), 8.30 (s, 1H), 7.63 (m, 2H), 7.49 (m, 3H), 3.82 (q, 2H, J= 7.04 Hz), 0.78 (t, 3H, J= 7.04 Hz).

The chemical industry reduces the impact on the environment during synthesis 144927-57-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; AHEARN, Sean, P.; CHRISTOPHER, Matthew; JUNG, Joon; PU, Qinglin; RIVKIN, Alexey; SCOTT, Mark, E.; WITTER, David, J.; WOO, Hyun Chong; CASH, Brandon; DINSMORE, Christopher; GUERIN, David; WO2013/85802; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 36314-97-3 ,Some common heterocyclic compound, 36314-97-3, molecular formula is C10H8ClN3, 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 1e (13 g, 7.34 mmol) was dissolved in 300 mL of N,N-dimethylformamide and N-bromosuccinimide (12.38 g, 69.54 mmol) was added, and the reaction was stirred for 1 hour. The reaction was stopped, the reaction solution was poured into 1 L of water, stirred for 20 minutes, filtered, and the filter cake was dried.The crude title compound 2a (18 g) was obtained, which was used for the next step without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36314-97-3, its application will become more common.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Lu Biao; Wang Shenglan; Shen Xiaodong; He Feng; Tao Weikang; (56 pag.)CN109535161; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 33097-13-1, 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. 33097-13-1, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

In a glove box, to 2.36 g of 4,6-dichloro-2-(methylthio)pyrimidine-5- carbonitrile in 500 mL of 1 4-dioxane was added 2.82 g of phenylboronic acid, 14.70 g of potassium phosphate, 60 mg of palladium (II) acetate, then 141 mg of triphenylphosphine. The reaction was refluxed undernitrogen for 2.25 hours, cooled to room temperature, and then concentrated by rotary evaporation. Water was added and the contents were extracted with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give a solid which was triturated with 45 mL of a 2:1 mixture of methyltert-butyl ether:dichloromethane, then washed with methyl tert-butyl ether to give Intermediate I as a tan solid (2.25g, 65% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33097-13-1, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; HOWARD JR, Michael Henry; HLAING, Htay Min; HOSTETLER, Greg A.; KONDAKOV, Denis Yurievich; DOBBS, Kerwin D.; (87 pag.)WO2017/210075; (2017); 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 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Methyl 2,6-dichloropyrimidine-4-carboxylate

a) Methyl 2-chloro-6-(4-hydroxy-4-methyl-piperidin-1-yl)-pyrimidine-4-carboxylate; A mixture of methyl 2,4-dichloropyrimidine-6-carboxylate (1.66 g, 8.0 mmol), 4-methyl-piperidin-4-ol (1.21 g, 8 mmol) and sodium carbonate (1.74 g, 16.0 mmol) in methanol (8 mL) was stirred for 1 h at. The mixture was partitioned between ethyl acetate and water, and the organic layer was subsequently washed with brine, dried over sodium sulfate and evaporated under reduced pressure to give crude title compound (1.70 g, 72%) as light yellow solid. MS ISP (m/e): 286.1 [(M+H)+].

With the rapid development of chemical substances, we look forward to future research findings about 6299-85-0.

Reference:
Patent; Baumann, Karlheinz; Flohr, Alexander; Goetschi, Erwin; Jacobsen, Helmut; Jolidon, Synese; Luebbers, Thomas; US2009/215759; (2009); A1;,
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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, 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. Safety of 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole

in room temperature,1000 ml of 2-pentanol was added to a 2 L reaction flask,50 g of 3- (2-chloro-4-pyrimidinyl) -1-methyl -1H- indole,42 g of 4-fluoro-2-methoxy-5-nitroaniline,3.54 g p-toluenesulfonic acid,The mixture was heated to 80 C and reacted for 6 hours.The mixture was cooled to 25 C to 28 C,Filter,The filter cake was washed with 50 ml of 2-pentanol.After the filter cake is dry,Dried in a vacuum oven to give 80.1 g of a yellow solid,Yield: 99.0%.

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

Reference:
Patent; Luoxin Bio-technology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Pan Longgang; Cai Zhengyuan; Li Guoliang; Yang Wenqian; Wang Tielin; (10 pag.)CN107188888; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia