Tag: M.W:200-300

Synthetic Route of 499195-60-7, 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.499195-60-7, name is Ethyl 4-(2-chloropyrimidin-4-yl)benzoate, molecular formula is C13H11ClN2O2, molecular weight is 262.69, as common compound, the synthetic route is as follows.

Step 1 : Preperation of ethyl 4-(2-((4-(4-(2-oxopyrrolidin-l-yl)piperidin-l-yl) phenyl) amino) pyrimidin-4-yl)benzoate. To a solution of ethyl 4-(2-chloropyrimidin-4-yl)benzoate (7.09 g, 27.0 mmol), in isopropyl alcohol [100 mL] was added l-(l-(4-aminophenyl)piperidin-4- yl)pyrrolidin-2-one (7.0 g, 27.0 mmol). To this, trifluoro acetic acid (4.62 g, 40.0 mmol) was added and mixture was heated at 120 C in sealed tube for 16 h. After completion of reaction, mixture was quenched in water, basified with ammonia solution and extracted with ethyl acetate. Organic layer was washed with water, dried over sodium sulfate and removed under reduced pressure to give crude off white solid compound. Purification of crude product was done by the way of column chromatography (Si02, hexane to 30 % EtOAc in hexane) to get solid compound (10.7 g, 82%). The title compound was characterized by spectral analysis. ESI-MS: 486.2 (M+H)+.

Statistics shows that 499195-60-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 4-(2-chloropyrimidin-4-yl)benzoate.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DESAI, Ranjit, C.; DESAI, Jigar; PATEL, Pankaj; WO2015/19365; (2015); 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. 53557-69-0, name is 6-Iodopyrimidin-4-amine. A new synthetic method of this compound is introduced below., COA of Formula: C4H4IN3

Step 2: 5-(6-Aminopyrimidin -yl)-2-(5-chloro-2-ethylphenyl)-1-(phenylsulfonyl)-1 H^yrrole-3-carbon (VI) 2-(5-Chloro-2-ethylphenyl)-1-(phenylsulfonyl)-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 – -pyrrole-3-carbonitrile (2.77 mmol), 6-iodopyrimidin-4-amine (918 mg, 4.16 mmol), PdCI2(dppf) (226 mg, 0.277 mmol) and Cs2C03(2.71 g, 8.31 mmol) were degassed and back filled with argon and then dissolved in dioxane (20 mL) and water (4 mL) under nitrogen. The reaction mixture was stirred at room temperature over night, then diluted with EtOAc, washed with aqueous brine, dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by Biotage SP1 Flash Chromatography (DCM/MeOH/NH37 N in MeOH 95/5/0.5) to afford the title compound (540 mg, 39%, 2 steps).1H NMR (600 MHz, DMSO-d6) delta 8.45 (d, J = 0.92 Hz, 1 H), 7.82 (t, J = 7.42 Hz, 1 H), 7.71 – 7.78 (m, 1 H), 7.59 – 7.63 (m, 1 H), 7.56 (dd, J = 2.29, 8.33 Hz, 1 H), 7.39 (d, J = 8.43 Hz, 1 H), 7.11 (br. s., 1 H), 7.09 (s, 1 H), 6.83 (d, J = 2.20 Hz, 1 H), 6.64 (d, J = 1.10 Hz, 1 H), 2.03 – 2.24 (m, 2H), 1.01 (t, J = 7.60 Hz, 3H).HRMS (ESI) m/z calcd for C23H18N502SCI + H+464.0943, found 464.0938.

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, 53557-69-0, 6-Iodopyrimidin-4-amine.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
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Related Products of 81765-97-1 ,Some common heterocyclic compound, 81765-97-1, molecular formula is C11H11ClN2S, 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.

To the solution of 4-amino-2-fluorophenol (41 mg, 0.32 mmol) in dried DMF (3 mL), was added NaH (13 mg, 0.54 mmol). The mixture was stirred at 0 °C for 10 min, and then a solution of 4-chloro-5-(4-fluorophenyl)thieno[2,3-d]pyrimidine 4i (50 mg, 0.19 mmol) in dried DMF (1 mL) was added. The mixture was stirred at 0 °C for 1.5 h. Ice water (5 mL) was added to quench the reaction and the mixture was extracted by Et2O (3 .x. 10 mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure to obtain the crude product, which was purified by silica gel column chromatograph.

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. 81765-97-1, 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhao, Ailing; Gao, Xin; Wang, Yuanxiang; Ai, Jing; Wang, Ying; Chen, Yi; Geng, Meiyu; Zhang, Ao; Bioorganic and Medicinal Chemistry; vol. 19; 13; (2011); p. 3906 – 3918;,
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Electric Literature of 1111237-76-3 ,Some common heterocyclic compound, 1111237-76-3, molecular formula is C7H5BrClN3, 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.

To a solution of 5-bromo-4-chloro-2-methyl-7H-pyrrolo[2,3-Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; FIUMANA, Andrea; FOLOPPE, Nicolas; RAY, Stuart; WALMSLEY, David; KOTSCHY, Andras; BURBRIDGE, Michael, Frank; CRUZALEGUI, Francisco, Humberto; (141 pag.)WO2017/55533; (2017); A1;,
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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. 85386-14-7, name is Ethyl 2-phenylpyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., Computed Properties of C13H12N2O2

The corresponding 2-phenylpyrimidine-5-carboxylic acid was prepared in a yield of 80% (0.35 g) starting from ethyl 2-phenylpyrimidine-5-carboxylate in a similar manner to that described in Example 23; m.p. >220 C. (dec.).

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, 85386-14-7, Ethyl 2-phenylpyrimidine-5-carboxylate.

Reference:
Patent; Signal Pharmaceuticals, Inc.; US5811428; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

Example 2D4,6-dichloro-2-(methylthio)pyrimidine-5-carboxamide; A mixture of the product of Example 2C (5 g, 20.9 mmol) in thionyl chloride (10 mL) was refluxed for 1 hour. After cooling to ambient temperature, the mixture was concentrated in vacuo. Tetrahydrofuran (50 mL) was added, followed by 25% aqueous ammonia (1.6 mL) at 0″C and the mixture was stirred at ambient temperature for 2 hours. Dichloromethane (100 mL) was added and the organic layer was washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude solid was washed with petroleum ether to give the title compound. MS: 238 (M+H”1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; VASUDEVAN, Anil; PENNING, Thomas; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; WU, Fengchun; SHEN, Yan; LIU, Cuihua; ZOU, Zhenguang; WO2012/97478; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 163263-91-0, 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.163263-91-0, name is 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, molecular formula is C11H8Cl2N2O, molecular weight is 255.1, as common compound, the synthetic route is as follows.

In a sealed tube, suspension of 1a (60 mg, 0.235 mmol) in liq. ammonia (9 ml) and ethanol (1 ml) was heated to 110 C for 4-5 h. Reaction was monitored by TLC. Solvent was distilled off under vacuum to give crude product. Crude product was purified by silica gel column chromatography using methanol/chloroform as eluent to give 1b (12 mg, 23.57%). Mp 210-212 C; 1H NMR (DMSO-d6, 300 MHz): delta 3.82 (s, 3H, OCH3), 6.20 (s, 1H, Ar), 6.55 (broad s, 2H, NH2), 6.98 (broad s, 2H, NH2), 7.04 d, 2H, J = 8.7 Hz, Ar), 7.81 (d, 2H, J = 8.7 Hz, Ar); MS (ESI+) m/z 217 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 163263-91-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; B-Rao, Chandrika; Kulkarni-Almeida, Asha; Katkar, Kamlesh V.; Khanna, Smriti; Ghosh, Usha; Keche, Ashish; Shah, Pranay; Srivastava, Ankita; Korde, Vaidehi; Nemmani, Kumar V.S.; Deshmukh, Nitin J.; Dixit, Amol; Brahma, Manoja K.; Bahirat, Umakant; Doshi, Lalit; Sharma, Rajiv; Sivaramakrishnan; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 2930 – 2939;,
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. 778574-06-4, name is 6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

Compound (C) (35.0 g, 0.106 mol) prepared in the step 2 was dissolved in 1,2-dichloroethane (850 mL), then triethylamine (14.9 mL, 0.107 mol) and 1-chloroethyl chloroformate (34.1 mL, 0.316 mol) were added thereto and the mixture was stirred under a condition of heating to reflux for 5 hours. After confirming the progress of the reaction by a thin-layer chromatography, the reaction mixture was cooled, washed with water and a saturated aqueous saline solution successively and dried over anhydrous magnesium sulfate. The resulting solution was concentrated and the residue was purified by a column chromatography (silica gel, n-hexane: ethyl acetate = 3:1). The product was dissolved in methanol (850 mL) and stirred under a condition of heating to reflux for 1 hour. After confirming the progress of the reaction by a thin-layer chromatography, it was concentrated to dryness to prepare compound (D) (23.5 g, yield: 95%).

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, 778574-06-4, 6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1537879; (2005); 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. 1398507-08-8, name is 4-((4-Amino-6-chloropyrimidin-2-yl)amino)benzonitrile, molecular formula is C11H8ClN5, 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-((4-Amino-6-chloropyrimidin-2-yl)amino)benzonitrile

Example 5 Preparation of N-[6-chloro-2-(4-cyanophenylamino)pyrimidin-4-yl]benzamide (IV) 3000 ml of acetonitrile; 150 g of 4-(4-amino-6-chloropyrimidin-2-ylamino)benzonitrile and 187 g of dimethylaminopyridine were added into a reaction vessel at 27+-3 C. and heated to 63+-2 C. under stirring. To the reaction mixture was added 425 ml of benzoyl chloride and heated to 78+-3 C. and maintained the same for 7 hrs. 50% of acetonitrile was distilled off from the reaction mixture and the reaction mixture cooled to 63+-2 C. To the reaction mixture was added 1500 ml of water, stirred for 15 mins at the same temperature and filtered. The obtained product solid was washed with water and suck dried. The wet cake was taken into an RB flask and 1500 ml of methanol was added, stirred and filtered. The obtained solid was washed with 150 ml of methanol and dried under vacuum. Dry weight: 165-175 gm.

With the rapid development of chemical substances, we look forward to future research findings about 1398507-08-8.

Reference:
Patent; Gore, Vinayak; Bharati, Choudhari; Hublikar, Mahesh; Bansode, Prakash; Sinore, Sandip; US2013/116433; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 588720-12-1, 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.588720-12-1, name is Ethyl 6-bromopyrrolo[1,2-c]pyrimidine-3-carboxylate, molecular formula is C10H9BrN2O2, molecular weight is 269.09, as common compound, the synthetic route is as follows.

Example 4 (2S)-l-{[6-(2-methylbiphenyl-3-yl)pyrrolo[l,2-c]pyrimidin-3-yl]methyl}piperidine-2- To a solution of ethyl 6-bromopyrrolo[l,2-c]pyrimidine-3-carboxylate (D-L chiral chemicals, catST-KS-041: 119 mg, 0.442 mmol) in CH2CI2 (4 mL) was added diisobutylaluminum hydride in CH2CI2 (1.0 M, 440 mu, 0.44 mmol) dropwise at -78 C. The mixture was slowly warmed up to room temperature and stirred for 3 h. Then the reaction mixture was quenched with EtOAc followed by (NH4)2S04 solution then extracted with EtO Ac three times. The organic phase was combined, dried over MgS04, filtered and concentrated. The residue was purified by flash chromatography on a silica gel column eluting with 0 to 50 % EtOAc/Hexanes to give the desired product. LC-MS calculated for C8H6BrN20 (M+H)+: m/z = 225.0; found 224.9.

Statistics shows that 588720-12-1 is playing an increasingly important role. we look forward to future research findings about Ethyl 6-bromopyrrolo[1,2-c]pyrimidine-3-carboxylate.

Reference:
Patent; INCYTE CORPORATION; WU, Liangxing; SHEN, Bo; LI, Jingwei; LI, Zhenwu; LIU, Kai; ZHANG, Fenglei; YAO, Wenqing; (120 pag.)WO2017/70089; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia