Tag: M.W:200-300

Electric Literature of 720-01-4 ,Some common heterocyclic compound, 720-01-4, molecular formula is C8H6ClF3N2O2, 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 suspension of ethyl 4-chloro-2-(trifluoromethyl)pyrimidine-5-carboxylate (1.00 g), O-benzylhydroxylamine hydrochloride (0.69 g), and potassium carbonate (1.19 g) in THF (15 mL) was stirred at room temperature for 3 hours. To the reaction mixture, ethyl acetate and water were added. An organic layer was separated, washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 98-65% hexane/ethyl acetate] to obtain a white solid of ethyl 4-((benzyloxy)amino)-2-(trifluoromethyl)pyrimidine-5-carboxylate (1.27 g). 1H-NMR (CDCl3) delta value: 1.39 (t, J=7.2 Hz, 3H), 4.38 (q, J=7.2 Hz, 2H), 5.06 (s, 2H), 7.35-7.44 (m, 3H), 7.47-7.54 (m, 2H), 8.96 (s, 1H), 10.47 (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. 720-01-4, Ethyl 4-chloro-2-trifluoromethylpyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); 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. 633328-95-7, name is 5-Bromo-2-chloro-4-methylpyrimidine, molecular formula is C5H4BrClN2, 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 633328-95-7

REPARATION x22: (S)-1-(5-Bromo-4-methylpyrimidin-2-yl)-N-methylpyrrolidine-2-carboxamide [0208] 5-Bromo-2-chloro-4-methylpyrimidine (100 mg, 0.482 mmol), (S)-N- methylpyrrolidine-2-carboxamide hydrochloride (79 mg, 0.482 mmol), Et3N (0.202 mL, 1.446 mmol) and DMF (2 mL) were mixed in an 8 mL tube equipped with a magnetic stir bar to give an orange solution. The tube was sealed and the mixture was heated to 70C for 72 hours. The reaction mixture was subsequently partitioned between water (20 mL) and EtOAc (20 mL), the layers separated, and the aqueous layer back-extracted with EtOAc (20 mL). The combined organic layers were dried over Na2S04, filtered, and concentrated to give the title compound as a tan solid, which was used without further purification (140 mg, 97%).

With the rapid development of chemical substances, we look forward to future research findings about 633328-95-7.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; TANG, Mingnam; WO2014/39831; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 89466-55-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 89466-55-7 as follows.

EXAMPLE 1 N-(2-Difluoromethoxy-6-methylphenyl)-1-(4-chloro-6-methoxypyrimidin-2-yl)-1H-1,2,4-triazole-3-sulphonamide 1.8 g (6 mmol) N-(2-Difluoromethoxy-6-methylphenyl)-1H-1,2,4-triazole-3-sulphonamide in 10 ml dimethylformamide was stirred with 1.68 g (12 mmol) potassium carbonate for 10 minutes at 50 C. It was then cooled to 10 C. and treated with 1.33 g (6 mmol) 4-chloro-6-methoxy-2-methylsulphonylpyrimidine and the mixture stirred for 45 minutes at 10 C. It was then added to ice-water, acidified to pH 4 with sulphuric acid and the solid collected and purified by silica gel chromatography using a mixture of methylene chloride and methanol (95/5). Yield: 1.1 g=41% of theory. M.p.: 215-216 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89466-55-7, its application will become more common.

Reference:
Patent; Schering Aktiengesellschaft; US4959094; (1990); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 148550-51-0, 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. 148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate, molecular formula is C8H10N2O4S, 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.

General procedure: 60percent Sodium hydride (w/w) in mineral oil (0.0015 mol) was added to a mixture of appropriate III (0.001 mol) in THF (15 ml) under the condition of inert atmosphere using N2 flow at 5°C. The reaction mixture was kept for 1 h at room temperature. A solution of 2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester (0.0015 mol) in THF (15 ml) was slowly added to reaction mixture. The resulting reaction mixture was stirred for 2-3 h at 5°C. The distilled water (20 ml) was added. The reaction mixture was extracted (10 ml x 3) with dichloromethane. The separated organic layer was dried over MgSO4, filtered, and the solvent was evaporated under reduced pressure to obtain crude product, recrytallized by ethyl acetate.

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 148550-51-0, Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate.

Reference:
Article; Rajak, Harish; Agarawal, Avantika; Parmar, Poonam; Thakur, Bhupendra Singh; Veerasamy, Ravichandran; Sharma, Prabodh Chander; Kharya, Murli Dhar; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5735 – 5738;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 941685-26-3, 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. 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

2-[(4-chloropyrrolo[2,3-d]pyrimidin-7-yl)methoxy]ethyl-trimethyl-decane (3.5 g, 12.3 mmol) and lithium hydroxide hydrate (5.17) g, 123 mmol) was stirred in a mixture of PDO (20 ml) and water (20 ml) at 100C for 116 hours. The reaction mixture was filtered, the filtrate was acidified with aqueous HCl (1 N, 80 ml), and the resulting solid compound was filtered off, washed with water and dried to give the title product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,941685-26-3, its application will become more common.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LTD; KOTSCHY, ANDRAS; WEBER, CSABA; VASAS, ATTILA; MOLNAR, BALAZS; KISS, ARPAD; MACIAS, ALBA; MURRAY, JAMES BROOKE; LEWKOWICZ, ELODIE; GENESTE, OLIVIER; CHANRION, MAIA; DEMARLES, DIDIER; IVANSCHITZ, LISA; (502 pag.)TW2018/2094; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 63558-65-6, 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. 63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, 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.

Step 7: (R) 4-[(lR)-7-Chloroisochroman-l-yl]-5-methyl-2 hienyl]-(4-chloropyrimidin-5- yl)methanol and (S)-[4-[(lR)-7-Chloroisochroman-l-yl]-5-methyl-2-thienyl]-(4-chloropyrimidin- 5-yl)methanol [00710] A solution of 4-chloro-5-iodopyrimidine (7.05 g, 29.3 mmol) in THF (100 mL) was cooled at -78 C. To the solution was added 2.50 M of n-BuLi in hexane (23.4 mL, 58.6 mmol) at the same temperature. After stirring for 10 min, a solution of 4-[(lR)-7-chloroisochroman- l -yl]-5-rnethyl- thiophene-2-carbaldehyde (7.15 g, 24.4 mmol) in THF (28.6 mL) was added at -78 C, and the resulting mixture was stirred for 10 min at the same temperature. The reaction was quenched by addition of water and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography (0 to 50% EtOAc in hexane) to give 9.34 g (94%) of the title compound mixture. NMR (400 MHz, DMSO-d6) delta 8.99 (s, 1 H), 8.94 (d, J = 3.1 Hz, 1 H), 7.23 (d, J = 2.6 Hz, 2H), 6.67 (d, J = 4.6 Hz, 1 H), 6.61 (d, J = 6.9 Hz, 1 H), 6.53 (d, J = 5.5 Hz, 1 H), 6.02 (dd, J = 8.1 , 4.6 Hz, 1 H), 5.74 (s, 1 H), 4.1 1 – 4.04 (m, 1 H), 3.84 – 3.74 (m, 1 H), 3.02 – 2.92 (m, 1 H), 2.73 (d, J = 16.6 Hz, 1 H), 2.37 (s, 2H), 2.36 (s, 1 H).

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 63558-65-6, 4-Chloro-5-iodopyrimidine.

Reference:
Patent; DUFFEY, Matthew O.; ENGLAND, Dylan; FREEZE, Scott; HU, Zhigen; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; ONO, Koji; XU, He; (684 pag.)WO2016/4136; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 90213-67-5, 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-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, Quality Control of 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Quality Control of 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

A suspension of 2, 4-dichloro-7-methyl-7H-pyrrolo [2, 3-d] pyrimidine (200 mg, 0.99 mmol) , (+/-) -trans-methyl 3-aminobicyclo [2.2.2] octane-2-carboxylate (200 mg, 1.09 mmol) and K2CO3(273 mg, 1.98 mmol) in DMF (10 mL) was stirred at rt overnight. The reaction was quenched with H2O (100 mL) , and the resulting mixture was extracted with ethyl acetate (50 mL × 3) . The combined organic layers were washed with saturated brine (100 mL) , dried over anydrous Na2SO4,filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 3/1) to give the tilte compound as a white solid (144 mg, 42 %) .MS (ESI, pos. ion) m/z: 349.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90213-67-5, 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (0 pag.)WO2018/157830; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 89284-85-5, 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. 89284-85-5, name is Methyl 2,5,6-trichloropyrimidine-4-carboxylate, molecular formula is C6H3Cl3N2O2, 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.

To a solution of 1-((R)-2-amino-propoxy)-3-chloro-propan-2-ol hydrochlorideand 3-((R)-2-amino-propoxy)-2-chloro-propan-1 -ol hydrochloride (10,65 g;52,157 mmol; 100,00 mol%) in 2-propanol (1 56,48 ml; 2046,654 mmol;3924,00 mol%) was added N-ethyldiisopropylamine (26,61 ml; 156,472 mmol;300,00 mol%) and stirred for 5 minutes. 2,5,6-Trichloro-pyrimidine-4-carboxylicacid methyl ester (12,59 g; 52,157 mmol; 100,00 mol%) was added and the reaction mixture was stirred at RT for 14 h. To the reaction mixture was addeddichloromethane and 1 N HCI. The aqueous layer was extracted withdichloromethane. The combined organic layers were dried over sodium sulfate, the solvent removed under vacuo and the residue purified by coloumn chromatography (petroleum benzene I ethyl acetate) to afford the product as as yellow oil (1 0.8g, 52 %); LCMS (method C): 1 .52 mm (purity 94.1%); [MH+] 372.00 mlz.

According to the analysis of related databases, 89284-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; BURGDORF, Lars; DORSCH, Dieter; TSAKLAKIDIS, Christos; (189 pag.)WO2017/202748; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 959070-42-9, 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. 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

To a solution of ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate (47.0 g, 175.94 mmol) in DMF (470 mL) and diisopropylethylamine (100.43 mL, 582.7 mmol) was added ethyl 3-(phenylamino)propanoate (31.0 g, 160.4 mmol). The reaction mixture was heated to 100 C. and stirred for 7 h. Upon completion of the reaction (monitored by TLC), DMF was evaporated under reduced pressure and water (250 mL) was then added. The reaction mixture was extracted using EtOAc (200 mL×3). The combined organic layer was washed with water (500 mL×2), brine (500 mL), dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to give a residue. The residue was purified by silica gel column chromatography (using 0-20% Ethyl acetate in hexane) to afford ethyl 4-chloro-6-((3-ethoxy-3-oxopropyl)(phenyl)amino)-2-(methylthio)pyrimidine-5-carboxylate (55 g, 80.8% yield). 1H NMR (400 MHz, CDCl3): delta 7.38 (t, J=8.0 Hz, 2H), 7.31 (d, J=7.6 Hz, 1H), 7.18 (d, J=7/2 Hz, 2H), 4.26 (t, J=7.6 Hz, 2H), 4.05 (q, J=7.2 Hz, 2H), 3.47 (q, J=7.2 Hz, 2H), 2.68 (t, J=7.6 Hz, 2H), 2.54 (s, 3H), 1.19 (t, J=7.2 Hz, 3H), 1.08 (t, J=7.2 Hz, 3H). LCMS [M+H]; 424

At the same time, in my other blogs, there are other synthetic methods of this type of compound,959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ArQule, Inc.; US2010/249110; (2010); 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. 22276-95-5, name is 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

To a solution of 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (E-2) (2.33 g, 10.0 mmol, 1.0 eq) in anhydrous THF (100 mL) at -78 C under argon, n-BuLi solution (2.5 M in THF, 8.8 mL, 22.0 mmol, 2.2 eq) is added dropwise (over 10 min). The resulting mixture is stirred at -78 C for lh and then DMF (2.0 g, 11.0 mmol, 1.1 eq) is added dropwise (over 10 min). The mixture is stirred at -78 C for an additional 30 min and then stirred at RT overnight. The reaction mixture is quenched with H20 (50 mL) and then concentrated in vacuo. The residue is triturated with saturated aqueous NH4C1 solution. The solid is collected by filtration, rinsed with ethyl acetate, and dried in vacuo to afford the product, 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde (E-3).

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, 22276-95-5, 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; INTELLIKINE, INC.; INFINITY PHARMACEUTICALS, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; CASTRO, Alfredo, C.; EVANS, Catherine, A.; WO2011/146882; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia