Tag: M.W:100-200

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 14161-09-2, name is 2-(Methylsulfonyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 14161-09-2

Example 23 6-Chloro-N-pyrimidin-2-yl-2,3,4,9-tetrahydro-1H-carbazol-1-amine A solution of 6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-amine (50 mg, 0.23 mmol) and 2-methylsulfonylpyrimidine (69 mg, 0.44 mmol) in N,N-dimethylformamide (0.50 mL) was heated at 150 C. for 900 seconds in a Smith Synthesizer microwave. The mixture was diluted with ethyl acetate and extracted with 5% aqueous lithium chloride. The organic layer was isolated and concentrated onto silica. Purification by flash chromatography (0-30% ethyl acetate-hexanes) yielded 6-chloro-N-pyrimidin-2-yl-2,3,4,9-tetrahydro-1H-carbazol-1-amine (8 mg, 12% yield) as a yellow solid.

With the rapid development of chemical substances, we look forward to future research findings about 14161-09-2.

Reference:
Patent; Gudmundsson, Kristian; US2009/156621; (2009); A1;,
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.38275-55-7, name is 5-Fluoropyrimidine-2-carbonitrile, molecular formula is C5H2FN3, molecular weight is 123.0879, as common compound, the synthetic route is as follows.Product Details of 38275-55-7

To a solution of 5-fluoropyrimidine-2-carbonitrile (Intermediate 1, 1.0 g, 8.1 mmol) in anhydrous THF at -780C was added a solution of DIBAL-H (8.1 mL) over a period of 20 minutes. The resulting mixture was stirred at this temperature for 2hours whereupon MeOH was added. The solution was allowed to warm to room temperature whereupon a solution of concentrated HCl was added. The resulting mixture was stirred for 2 hours at ambient temperature and the aqueous layer was washed with EtOAc (3x). The combined organic extracts were washed with brine and dried (MgSO4). Evaporation of the solvent afforded the titled compound (780 mg, 76%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38275-55-7, 5-Fluoropyrimidine-2-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/117050; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1514-96-1, Adding some certain compound to certain chemical reactions, such as: 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine,molecular formula is C5H2ClF3N2, 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 1514-96-1.

(S)-2-amino-4-(((R)-2-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid acetate (100 mg, 228 mumol) in 4:1 THF/H2O (2.5 mL) was added NaHCO3 (57 mg, 684 mumol) followed by 4-chloro-2-(trifluoromethyl)pyrimidine (44 mg, 239 mumol). The resulting mixture was stirred at 70 C. for 1 h and then allowed to cool to rt. The mixture was adjusted to pH=6 by the addition of aq. 1 M HCl and then concentrated in vacuo. The resulting crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=525.3 (M+H)+. 1H NMR (400 MHz, Methanol-d4) delta ppm 8.27 (br d, J=5.51 Hz, 1H) 7.60 (d, J=7.28 Hz, 1H) 6.96 (d, J=6.39 Hz, 1H) 6.65 (d, J=7.28 Hz, 1H) 4.86 (br s, 1H) 3.82 (br d, J=5.95 Hz, 1H) 3.42-3.55 (m, 3H) 3.37 (d, J=8.38 Hz, 4H) 3.12-3.30 (m, 4H) 2.72-2.86 (m, 4H) 2.48 (dt, J=11.85, 5.87 Hz, 1H) 2.26-2.39 (m, 1H) 1.95 (q, J=5.90 Hz, 2H) 1.73-1.90 (m, 4H) 1.22 (dd, J=6.06, 1.87 Hz, 3H).

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. 1514-96-1, 4-Chloro-2-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, 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, name: 4,6-Dichloro-5-methoxypyrimidine, blongs to pyrimidines compound. name: 4,6-Dichloro-5-methoxypyrimidine

EXAMPLE C STR22 2.40 g (15.2 mmol) of 2-(4-chlorophenyl)ethanol were added dropwise at 40 C. to a suspension of 680 mg (22.7 mmol) of sodium hydride (80% suspension in oil) in 40 ml of dry tetrahydrofuran, and the mixture was stirred until the evolution of hydrogen had ceased. The mixture was then allowed to cool to room temperature, whereupon 2.7 g (15.2 mmol) of 4,6-dichloro-5-methoxypyrimidine (Monatshefte Chem. 96, 1661 (1965) were added in portions. The mixture was stirred for 1 hour at room temperature and for 4 hours at 40 C. For work-up, the reaction mixture was poured into saturated ammonium chloride solution and extracted with diethyl ether. The combined organic phase was dried over magnesium sulfate and concentrated in vacuo. The residue was chromatographed on silica gel using n-heptane/ethyl acetate (4:1). 4.0 g (88% of theory) of 4-[2-(4-chlorophenyl)ethoxy]-5-methoxy-6-chloropyrimidine was obtained in the form of a viscous oil which crystallized slowly upon drying (melting point 70-71 C.).

The synthetic route of 5018-38-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US5859020; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 213265-83-9, 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. 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

Intermediate A37-2 (150mg, 0.75mmol) was dissolved in tetrahydrofuran (5mL), was added 4,6-dichloro-5-fluoropyrimidine (126mg, 0.75mmol),Diisopropylethyl amine (292mg, 2.26mmol), 50 stirred overnight, cooled to room temperature, spin dry solvent, the residue was purified by column chromatography (dichloromethane:Methanol = 50: 1) to afford an off-white solid (136mg, 55%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,213265-83-9, 4,6-Dichloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Suzhou Yunxuan Pharmaceutical Co., Ltd.; Zhang, Xiaohu; (54 pag.)CN105254613; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 36315-01-2, 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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

A sealed tube was charge with 21-2 (1 mmol), 21-3 (1 mmol) and sodium tert-butoxide (310 mmol) in toluene (5 mL). The resulting mixture was degassed with Argon for about 10 minutesfollowed by the addition ofPd2(dba)3 (0.1 mmol) and XantPhos (0.2 mmol). Reaction mixture washeated at 100C for 16 hours to produce 21-4(a-e). It was then cooled to room temperature, filteredthrough a cartridge and the filtrate was partitioned between ethyl acetate and water. Organic layerwas separated, washed with water, brine, dried over anhydrous Na2S04 and concentrated under15 reduced pressure. Crude mass was purified by column chromatography (silica, gradient: 0-25%ethyl acetate in hexane) to afford 21-4(a-e).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36315-01-2, its application will become more common.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Christoper, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; DUPLESSIS, Martin; CHEN, Chi-Li; (791 pag.)WO2018/237026; (2018); A1;,
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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4H2ClN3O2

[0099] Acetic acid (15 ml., 261 mmol, 8 equivalents) is slowly dripped into a mixture containing iron powder (11 g, 196 mmol, 6 equivalents) and 2-chloro-5-nitro-pyrimidine (5.3 g, 33.33 mmol, 1 equivalent) and methanol (75 mL). After 3 hours, the reaction mixture is diluted with ethyl acetate (300 mL) and filtrated through celite. The organic phase is washed successively with saturated aqueous potassium carbonate solution (200 mL) and brine (200 mL), dried through anhydrous sodium sulfate, and concentrated to give compound (1-2) (2.0 g, 46.4%) as a yellow solid

The synthetic route of 10320-42-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANGZHOU BENSHENG PHARACEUTICALS CO., LTD.; Xu, Rongzhen; Xie, Fuwen; Lai, Hongxi; Rong, Frank; US2013/178470; (2013); A1;,
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. 56181-39-6, name is 5-Bromo-4-chloropyrimidine, the common compound, a new synthetic route is introduced below. Safety of 5-Bromo-4-chloropyrimidine

Step 4: 5-Bromo-4-hydrazinylpyrimidine[0363] A 100-mL round-bottomed flask was charged with a solution of 5- bromo-4-chloropyrimidine (8 g, 25.00 mmol, 1.00 equiv, 60%) in ethanol (50 mL). To this solution was added hydrazine (10 mL, 99%) drop wise with stirring. The resulting solution was stirred overnight at room temperature. The reaction progress was monitored by TLC (MeOH: DCM = 1: 10). The solids were collected by filtration affording 5-bromo-4-hydrazinylpyrimidine as yellow solid (0.83 g, 18%).

The synthetic route of 56181-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; BONNEFOUS, Celine; NOBLE, Stewart, A.; PAYNE, Joseph, E.; WO2010/88518; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 42754-96-1, 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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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 4-(1H-benzimidazol-2-yl)-phenylamine (5) (1 g,0.005 mol) in isopropyl alcohol (25 ml), 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (4) (0.99 g, 0.005 mol) was added and stirred at room temperature for 24 h. After washing the crude solid withisopropyl alcohol, dried to obtain pure [4-(1H-benzimidazol-2-yl)-phenyl]-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine (6) aswhite solid; yield: 79%; mp: >300 C; 1H NMR (400 MHz, CDCl3 + DMSO-d6): delta = 9.75 (s, 1H, ArH), 8.13-8.08 (m, 2H, ArH), 7.92 (d, 1H, J = 8.60 Hz, ArH), 7.72 (d, 1H, J = 8.28 Hz, ArH), 7.62 (bs,1H, NH), 7.15-7.13 (m, 2H, ArH), 6.66 (d, 2H, J = 8.72 Hz, ArH), 5.02(s, 1H, NH); 13C NMR (100 MHz, CDCl3 + DMSO-d6): delta = 147.6, 142.5, 132.2, 130.2, 129.3, 129.2, 124.0, 120.8 (ArC); MS (ESI), m/z: 362.7(M++1); Anal. Calcd for C18H12ClN7: C, 59.76; H, 3.34; N, 27.10, Found: C, 59.83; H, 3.32; N, 27.14.

According to the analysis of related databases, 42754-96-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Singla, Prinka; Luxami, Vijay; Singh, Raja; Tandon, Vibha; Paul, Kamaldeep; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 24 – 35;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 99586-66-0 ,Some common heterocyclic compound, 99586-66-0, molecular formula is C6H5ClN4, 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.

In this example, two different synthesis reactions were performed subsequently in one reaction vessel without exchange of the reaction medium. (0077) 5.0 g (1 1 .3 mmol) of 5-bromo-6-fluoro-2-((2S,4S)-4-hydroxypyrrolidin-2-yl)-3- phenylquinazolin-4(3/-/)-one hydrochloride and 1 .9 g (12.5 mmol / 1 .1 eq.) of (2- methoxypyrimidin-5-yl)boronic acid was provided in a reaction mixture comprising 5.0 mol% PdCI2(dtbpf) and 3.0 eq. NMM in 40 ml (8V) 2% TPGS-750-M in water and 20 ml (4V) THF. The reaction mixture formed a stable emulsion and the reaction was allowed to proceed for 16 h at 50C under stirring. Then 1 .7 g (10.2 mmol / 0.9 eq.) of 2-amino- 4-chloro-6-methylpyrimidine-5-carbonitrile in 10 ml (2V) THF were added to the reaction mixture. After 18 h at room temperature the product 2-amino-4-((2S,4S)-2-(6- fluoro-5-(2-methoxypyrimidin-5-yl)-4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)-4- hydroxypyrrolidin-1 -yl)-6-methylpyrimidine-5-carbonitrile was obtained. (0078) (0079) The same reaction performed in conventional organic solvent (e.g. N- methylpyrrolidone) resulted in about 30% side product (structure in bracket) of the Suzuki cross-coupling reaction. This could be reduced to 3% with the use of 2% TPGS- 750-M in water as solvent and THF as co-solvent.

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. 99586-66-0, 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; GALLOU, Fabrice; PARMENTIER, Michael; ZHOU, Jianguang; GUO, Pengfei; (27 pag.)WO2017/168303; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia