Day: August 18, 2021

Electric Literature of 10397-13-4 ,Some common heterocyclic compound, 10397-13-4, molecular formula is C8H9Cl2N3O, 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.

Reference Example 2 6-Chloro-2-morpholin-4-vH4,5′]bipyrimidinyl-2′- ylamine (Intermediate B)Intermediate Al (140 mg, 0.60 mmol) and 2-aminopyrimidine-5-boronic acid pinacol ester (1.0 equiv., 83mg) were taken up in acetonitrile (3ml). To this were added sodium carbonate (3 equiv., 191mg) as a solution in water (ImI) and PdCl2(PPh3)2 (0.05 equiv.). The reaction mixture was heated in microwave at 14O0C for 30 min. Purification using SCX-2 cartridge, flash chromatography and diethyl ether trituration gave 6-chloro-2-morpholin-4-yl-[4,5′]bipyrimidinyl-2′-ylamine (53mg). The following compound was also isolated from the reaction mixture by flash chromatography purification: 2′-Mthetaphiholin-4-yl-[5,4′;6l,5″]terpyrimidine-2,2″-diamine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10397-13-4, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; WO2009/66084; (2009); 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 83410-16-6, name is 4-Chloro-5-iodo-2,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6ClIN2

Reference Example 94-Chloro-2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine4-Chloro-2,6-dimethyl-5-iodopyrimidine and 4-ethynyl-alpha,alpha,alpha-trifluorotoluene were reacted in toluene in the presence of dichlorobis(triphenylphosphine)palladium, cuprous iodide and triethylamine while stirring under room temperature to heating to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.Mass spectrum: 311,313.

With the rapid development of chemical substances, we look forward to future research findings about 83410-16-6.

Reference:
Patent; Nishio, Tetsuya; US2011/319618; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

2-(isopropylsulfonyl)phenylamine (9.96 g, 50 mmol) was weighed and dissolved in N,N-dimethylformamide(DMF, 100 mL), to which sodium hydride (NaH, 2.4 g, 100 mmol) was slowly added on an ice bath and stirred for 0.5 h.A solution of 2,4,5-trichloropyrimidine (11.0 g, 60 mmol) dissolved in 20 mL of DMF was slowly added dropwise on anice bath. After the addition, the mixture was reacted overnight at room temperature, washed with water, and extractedwith ethyl acetate. After drying and concentration, the crude material was purified by column chromatography to give awhite solid 1-1 (6.9 g, 40%). MS(ESI): m/z 346.0 (M + H)+. 1H NMR (400 MHz, CDCl3) delta 10.07(s, 1 H), 8.63 (d, J = 8.0Hz, 1 H), 8.30 (s, 1 H), 7.92 (d, J = 7.4 Hz, 1 H), 7.73 (t, J = 7.4 Hz, 1 H), 7.33 (t, J = 7.0 Hz, 1 H), 3.22 (heptet, J = 6.0Hz,1 H), 1.32 (d, J = 6.0 Hz, 6 H). 13C NMR (100 MHz, CDCl3) delta 157.8, 156.3, 155.6, 137.3, 135.2, 131.4, 124.5, 124.2,122.7, 115.2, 56.1, 15.3.

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 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; Precedo Pharmaceuticals Co., Ltd.; LIU, Jing; LIU, Qingsong; JIANG, Taoshan; WANG, Aoli; WU, Jiaxin; WU, Hong; QI, Ziping; CHEN, Yongfei; ZOU, Fengming; WANG, Wenchao; ZHAO, Zheng; WANG, Li; WANG, Beilei; (75 pag.)EP3392245; (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. 16462-27-4, name is 2,4-Diaminopyrimidine-5-carbonitrile, the common compound, a new synthetic route is introduced below. Formula: C5H5N5

To a suspension of 2,4-diaminopyrimidine-5-carbonitrile (2) (0.41 g, 2 mmol) in MeOH (20 mL) was added Nickel (0.13 g, 2 mmol) under H2, and the mixture was at 25 C stirred for 24 h. Then the reaction mixture was filtered, the filtrate was removed under reduced pressure and the residue was dissolved in water, then the aqueous solution was extracted with ethyl acetate (50 mL 3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to give the crude product, which was purified by column chromatography to give 2,4-diaminopyrimidine-5-carbaldehyde (3) (0.22 g, 80% yield) as a white solid.

The synthetic route of 16462-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Wenhua; Yao, Xue; Huang, Zhenghui; Mao, Fei; Guan, Longfei; Tang, Yun; Jiang, Hualiang; Li, Jian; Huang, Jin; Jiang, Lubin; Zhu, Jin; Chinese Chemical Letters; (2019); p. 250 – 254;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 90213-66-4, 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. 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3Cl2N3, 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.

Example 2 (1 g, 5.318 mmol) and powdered KOH (446 mg, 7.978 mmol) was dissolved in 4 mL anhydrous DMSO. After 1 h at RT, the reaction mixture was quenched with water and the aqueous layer was extracted with EtOAc (2x).The organics were combined, dried (MgSO4), filtered and the volatiles were removed in vacuo. The residue was purified by flash chromatography (Sitheta2, hexanes/EtOAc, 2:1 ) to provide the desired product (892 mg, 83%) as a colourless solid. 1H NMR (CZ6-DMSO) delta 7.76 (1 H, d, J = 3.6 Hz), 6.70 (1 H, d, J= 3.6 Hz), 3.82 (3H, s).

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 90213-66-4, 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; VERNALIS (R & D) LTD.; WO2009/37467; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 22536-65-8, 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 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 72 N-[1-(5-methoxypyrimidin-2-yl)piperidin-4-yl]-6-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]-N-(trifluoromethyl)pyrimidin-4-amine; [Show Image] 6-[5-(Methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]-N-(piperidin-4-yl)-N-(trifluoromethyl)pyrimidin-4-amine (100 mg, 0.227 mmol) obtained in Reference Example 34 and 2-chloro-5-methoxypyrimidine (131 mg, 0.906 mmol) were dissolved in NMP (5.0 mL). Cesium carbonate (295 mg, 0.906 mmol) was added thereto, and the mixture was stirred at 80°C for 74 hr. After cooling to room temperature, the mixture was diluted with ethyl acetate, and water was added thereto. The organic layer was washed with water and saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent; hexane:ethyl acetate=6:4 (volume ratio)–>hexane:ethyl acetate=2:8 (volume ratio)], and the obtained solid was suspended in diisopropyl ether. The precipitate was collected by filtration, washed with diisopropyl ether and dried under reduced pressure to give the title compound (17.8 mg, yield 14percent) as a white solid. 1H-NMR (300 MHz, CDC13) delta:1.90 – 2.03 (m, 2 H), 2.04 – 2.24 (m, 2 H), 2.93 (t, J=12.7 Hz, 2 H), 3.04 (s, 3 H), 3.32 (t, J=8.7 Hz, 2 H), 3.81 (s, 3 H), 4.12 (t, J=8.9 Hz, 2 H), 4.69 – 4.88 (m, 3 H), 6.24 – 6.31 (m, 1 H), 7.73 (d, J=1.1 Hz, 1 H), 7.80 (dd, J=8.7, 1.9 Hz, 1H), 8.10 (s, 2 H), 8.56 (d, J=8.7 Hz, 1 H), 8.62 (d, J=1.1 Hz, 1 H).

According to the analysis of related databases, 22536-65-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2399914; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 58536-46-2, Adding some certain compound to certain chemical reactions, such as: 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine,molecular formula is C22H15BrN2, 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 58536-46-2.

General procedure: A mixture of 4-(4-bromophenyl)-2,6-diphenylpyrimidine (4.06 g, 10.5 mmol), compoundBFCz (2.57 g, 10 mmol), CuI (0.19 g, 1 mmol), K2CO3 (6.9 g, 50 mmol),18-crown-6 (0.264 g, 1 mmol) were dissolved in 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU 10 mL) and stirred at 180 Cunder a nitrogen atmosphere for 48 h. After cooling to room temperature,the mixture was extracted with CH2Cl2 and water. The organicphase was dried over anhydrous MgSO4 and filtered. After removal ofthe solvent, the residue was purified by column silica gel chromatography(PE: DCM=10:1) and recrystallized to afford a white productin 64% yield (3.6 g).

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. 58536-46-2, 4-(4-Bromophenyl)-2,6-diphenylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Qing; Xiang, Songpo; Huang, Zhi; Sun, Shuaiqiang; Ye, Shaofeng; Lv, Xialei; Liu, Wei; Guo, Runda; Wang, Lei; Dyes and Pigments; vol. 155; (2018); p. 51 – 58;,
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.56621-90-0, name is 5-Amino-2-chloropyrimidine, molecular formula is C4H4ClN3, molecular weight is 129.5477, as common compound, the synthetic route is as follows.Quality Control of 5-Amino-2-chloropyrimidine

To a solution of triphosgene (1.38 g, 4.65 mmol) in Ethyl acetate (20 ml) at 0 C. a solution of 2-chloro-5-aminopyrimidine (1 g, 7.75 mmol)/DIPEA (8 ml, 4.65 mmol) in ethyl acetate (40 ml) was slowly added (20 minutes) and the reaction mixture was stirred for 15 minutes at the same temperature. Maintaining the reaction mixture at 0 C., vacuum was applied (10 minutes) for removing the excess of phosgene. A solution of DMAP (0.945 g, 7.75 mmol) in ethyl acetate/dichloromethane 1:1 (8 ml) was added and the reaction mixture was stirred for 5 minutes at the same temperature. A solution of methyl (R)-2-amino-2-methyl-butyrate hydrochloride (2.59 g, 15.5 mmol) in ethyl acetate (30 ml) was slowly added (15 minutes) at 0 C. and the reaction mixture was stirred for 30 minutes at the same temperature. The reaction was quenched with aqueous buffer (pH3) while the pH was allowed to reach 5-6 and two phases were separated. The organic layer was washed with aqueous buffer (pH3) (2×20 ml) and then brine (20 ml), dried (Na2SO4), filtered and evaporated affording the urea intermediate as orange foam. The urea was dissolved in MeOH (20 ml), NaOMe (0.41 g, 7.75 mmol) was added and the reaction mixture was stirred for 15 minutes at r.t. The mixture was quenched with an aqueous saturated solution of ammonium chloride (25 ml) and diluted with ethyl acetate (50 ml). Two phases were separated and the organic layer was washed with brine (2×20 ml), dried (Na2SO4), filtered and evaporated. The residue was triturated with Et2O (10 ml) and the solid collected affording the title compound (1.22 g) as a beige solid. LC/MS: QC-3_MIN: Rt=1.341 min; 255 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56621-90-0, 5-Amino-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Alvaro, Giuseppe; Marasco, Agostino; US2014/323508; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 18740-39-1, 2,4-Dichlorothieno[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, 18740-39-1, blongs to pyrimidines compound. Computed Properties of C6H2Cl2N2S

Under a nitrogen stream 2,4-dichlorothieno [2,3-d] pyrimidine (4.2 g, 20.5 mmol), phenylboronic acid (2.5 g,Pd (PPh3) 4 (1.2 g, 5 molpercent) and potassium carbonate (8.5 g, 61.5 mmol)Toluene / H 2 O / Ethanol (80 ml / 40 ml / 40 ml) was added thereto, and the mixture was stirred at 110 ° C for 4 hours.After completion of the reaction, the organic layer was separated using methylene chloride, and water was removed using MgSO4. Solvent in organic layerThe residue was purified by column chromatography to obtain the target compound TP-1 (3.0 g, 12.3 mmol, yield 60percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18740-39-1, its application will become more common.

Reference:
Patent; Doosan Corporation; Kim, Hong Suk; Sim, Jae Uii; Kim, Tae Hyung; Lee, In Hyuk; La, Jong Gyu; Kim, Uhn Jin; Baek, Young Mi; (56 pag.)KR2015/36982; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 347418-42-2 ,Some common heterocyclic compound, 347418-42-2, molecular formula is C4H2ClFN2, 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 mixture of N-(5-(4-acetylpiperazin- l-yl)pyridin-2-yl)-2-(4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)acetamide 196-1 (30 mg, 0.065 mmol), 4-chloro-5- fluoropyrimidine 196-2 (28 mg, 0.21 mmol) Pd(PPh3)4 (12 mg, 0.01 mmol) and K3PO4 (90 mg, 0.424 mmol) in dioaxane (0.6 mL) was flushed with nitrogen and heated to 110C for 2 hours. The salt was removed by filtration and the filtrate was taken to dryness by rotary evaporation. The residue was purified by reverse phase HPLC to give N-(5-(4-acetylpiperazin-l-yl)pyridin-2- yl)-2-(4-(5-fluoropyrimidin-4-yl)phenyl)acetamide 196. MS m/z 435.10 (M + 1). 1H NMR 400 MHz (DMSO-d6) deltaltheta.54 (s, IH), 9.06 (d, IH), 8.90 (d, IH), 7.98 (m, 3H), 7.86 (d, IH), 7.49 (d, 2H), 7.37 (m, IH), 3.73 (s, 2H), 3.50 (m, 4H), 3.09 (t, 2H), 3.02 (t, 2H), 1.97 (s, 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. 347418-42-2, 4-Chloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; CHENG, Dai; ZHANG, Guobao; HAN, Dong; GAO, Wenqi; PAN, Shifeng; WO2010/101849; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia