Tag: M.W:100-200

Electric Literature of 933702-55-7, 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. 933702-55-7, name is 2-Chloropyrimidine-5-carbaldehyde, molecular formula is C5H3ClN2O, 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.

(3) Add 5.4 g (37.5 mmol) of 2-chloropyrimidin-5-formaldehyde, 5.0 g (31.2 mmol) of intermediate 2 and 30 ml of methanol to a 150 ml single-mouth bottle, stir and mix well, and add 0.4 g of ethylene to the mixture. The amine is heated to reflux 12, and the reaction is completed. After cooling the reaction product to room temperature, it was extracted with dichloromethane, washed with water, dried over anhydrous sodium sulfate, filtered, and evaporated.Dichloromethane was removed by distillation to give a crude material (yield: petroleum ether) to give the product 5-(2-chloropyrimidine-5-)methylene-4-phenylfuran-2 (5H) – Ketone 6.7 g, yield 62.8%.

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 933702-55-7, 2-Chloropyrimidine-5-carbaldehyde.

Reference:
Patent; Yangtze University; Wu Qinglai; Cai Jinlong; (28 pag.)CN109761939; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 32779-36-5, 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.32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, molecular weight is 193.4291, as common compound, the synthetic route is as follows.

Preparation B; N-[5-(4-bromophenyl)-6-[2- [(5-bromo-2-pyrimidinyl)oxy] ethoxy]-4-pyrimidinyl]-N’-propylsulfamide (macitentan); N-(5-(4-bromophenyl)-6-(2-hydroxyethoxy)pyrimidin-4-yl)propane-1-sulfamide (200 g; 0.46 mol; see Example 1) and 5-bromo-2-chloropyrimidine (117 g; 0.60 mol; 1.3 eq.) were dissolved in toluene (3 L) and DMF (400 mL). The reaction mixture was warmed up to 50°C and toluene (approx. 400 mL) was distilled our under reduced pressure. The mixture was cooled to 0 °C and tBuOK (156 g, 3 eq., 1.38 mol) was added portionwise. It was stirred at 20 °C for 1 h. Water (1 L) was added and the pH of the solution was adjusted to 3-5 using 33percent aq. HCl. The mixture was heated to 50°C and the layers were separated. The org. phase was treated with charcoal at 50°C and filtered over Celite. The filter cake was rinsed with toluene. At 50°C, water (1 L) was added to the org. layer. The layers were separated. The org. layer was concentrated under reduced pressure to a total volume of 1 L and cooled to 0°C. The solid obtained was filtered off. It was rinsed with toluene and MeOH. The crude material was suspended in EA (1 L) and heated to 50°C. 300 mL of EA were distilled out and MeOH (400 mL) was added. The suspension was cooled down to 0°C. The solid was filtered off, rinsed with MeOH and dried under reduced pressure to afford the title compound as a white solid (225 g; 83percent yield).

Statistics shows that 32779-36-5 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloropyrimidine.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; ABELE, Stefan; FUNEL, Jacques-Alexis; SCHINDELHOLZ, Ivan; WO2015/4265; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3764-01-0 ,Some common heterocyclic compound, 3764-01-0, molecular formula is C4HCl3N2, 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 compound 6a (10 mmol) and Et3N (24 mmol) in EtOH (50 mL), morpholine (20 mmol) was added dropwise at 0 C. The mixture was stirred at room temperature for 24 h and a white solid was precipitated. Concentrated the reaction mixture to remove EtOH. The residue was dissolved in CH2Cl2, washed with water and brine. The organic layer was concentrated to give the residue, which was purified using flash chromatography (petroleum ether/EtOAc, 7:1) to yield a white solid, yield 78%. 1H NMR (400 MHz, Chloroform-d) delta 5.87 (s, 1H), 3.96-3.18 (m, 16H). 13C NMR (101 MHz, CDCl3) delta 163.54, 160.88, 160.60, 91.19, 66.84 (2CH2), 66.51 (2CH2), 44.44 (2CH2), 44.37 (2CH2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3764-01-0, its application will become more common.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 6972-27-6, 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 6972-27-6 as follows.

General procedure: A solution of the above crude N-substituted benzamidine (10.0mmol) in DMF (5 mL) was added dropwise at 0 C to a solution of NaH (20.0 mmol) in DMF (5 mL) and stirred for 30 min. A solution of 1,3-dimethyl-6-chlorouracil (5.0 mmol) in DMF (5 mL) was added dropwise at 0 C and the reaction mixture was stirred at 80 C overnight. Sat. aq NH4Cl (20 mL) was added at 0 C and the mixture was extracted with EtOAc (5 × 10 mL). The combined organic phases were washed with H2O (2 × 10 mL) and brine (1 × 10 mL), and dried (MgSO4). The solvent was removed under reduced pressure and the crude material was purified by silica gel column chromatography to give 1a-e,h,k-o.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6972-27-6, its application will become more common.

Reference:
Article; Shimizu, Maki; Hayama, Noboru; Kimachi, Tetsutaro; Inamoto, Kiyofumi; Synthesis; vol. 49; 18; (2017); p. 4183 – 4190;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 14160-91-9, 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. 14160-91-9, name is 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2O, 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.

Intermediate 44: 4,6-Dichloro-2-methylpyrimidine-5-carbonyl chloride Sulfuryl chloride (0.114 mL, 1.42 mmol) and 2,2′-azobisisobutyronitrile (6.88 mg, 0.04 mmol) were added to a solution of 4,6-dichloro-2-methylpyrimidine-5-carbaldehyde (Intermediate 45; 0.16 g, 0.84 mmol) in CC14 (3 mL). The reaction was heated at reflux for 3 hours then cooled. The rm was injected directly onto a column. The crude product was purified by flash silica chromatography, eluting with DCM. Pure fractions were evaporated to dryness to afford the title compound (0.180 g, 95 %) as a colourless oil. 1H NMR (400 MHz, CDC13) delta 2.77 (3H, s). m/z (ES+) M-COC1-H = 161

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 14160-91-9, 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BIRCH, Alan, Martin; GOLDBERG, Frederick, Woolf; LEACH, Andrew; WO2011/121350; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2380-63-4 ,Some common heterocyclic compound, 2380-63-4, molecular formula is C5H5N5, 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 suspension of 1H-pyrazolo[3, 4-d]pyrimidin-4-amine (7.5 g, 55.50 mmol) in anhydrous DMF (50 mL) was added N-iodosuccinimide (49 g, 222.0 mmol) portionwise under nitrogen atmosphere. The reaction mixture was heated at 80 C for 2 h. The reaction was monitored by TLC. After completion of reaction, the mixture was cooled to RT and diluted with EtOAc (400 mL). Saturated aq. sodium thiosulfate solution (100 mL) was added, and a precipitate formed. The precipitate was collected by filtration, washed with additional amount of water, diethyl ether and then dried to obtain 14 g of 3-iodo- 1H-pyrazolo[3,4- d]pyrimidin-4-amine as an off-white solid.

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. 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; GREEN, Michael, John; PHAM, Son, Minh; PUJALA, Brahmam; AGARWAL, Anil, Kumar; NAYAK, Ajan, Kumar; KHARE, Sweta; GUGULOTH, Rambabu; RANDIVE, Nitin, Atmaram; WO2015/58084; (2015); 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.5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.4231, as common compound, the synthetic route is as follows.Safety of 2,4,5-Trichloropyrimidine

2M sodium hydroxide (6 ml_, 12 mmol) was added to a stirred solution of 2,4,5- trichloropyrimidine (1.29 g, 7.0 mmol) in THF (4 ml_). The reaction mixture was stirred at rt for 24 h. The reaction mixture was concentrated in vacuo and the aqueous mixture was neutralised with 3 M HCI. The aqueous mixture was extracted with Et20 (2 x 10 ml_) followed by EtOAc (2 x 10 ml_). The organic extracts were combined, washed with brine (10 ml_), dried (Na2SC>4) and concentrated in vacuo affording 2,5-dichloropyrimidin-4-ol (923 mg, 80%) as a yellow solid which was used without further purification. 1H NMR (500 MHz, DMSO-cfe) d 8.26 (s, 1 H); LCMS (Method T2) RT 0.19 min; m/z 164.9602 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5750-76-5, 2,4,5-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; COLLIE, Gavin; MENICONI, Mirco; BRENNAN, Alfie; LLOYD, Matthew Garth; (222 pag.)WO2019/197842; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 49844-90-8, 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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, molecular formula is C5H5ClN2S, 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.

Sodium hydride (60% dispersion in mineral oil, 598 mg, 14.94 mmol) was added to a stirring solution of 4-chloro-2-methylthiopyrimidine (1.45 mL, 12.45 mmol), 2-fluorobenzaldehyde (1.57 mL, 14.94 mmol) and 1,3-dimethylimidazolium iodide (517 mg, 4.15 mmol) (prepared as described in Org. Synth. (1986) 64:9) in 1,4-dioxane (20 mL). The resulting mixture was heated at reflux for 1 hour; it was then cooled and partitioned between EtOAc and water. The organic layer was separated and dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (hexane/EtOAc, 95/5) to give 840 mg of (2-fluorophenyl)-(2-methylsulfanyl-pyrimidin-4-yl)-methanone.

According to the analysis of related databases, 49844-90-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2008/146565; (2008); 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.1753-48-6, name is 2-Aminopyrimidine-5-carbonitrile, molecular formula is C5H4N4, molecular weight is 120.1121, as common compound, the synthetic route is as follows.category: pyrimidines

A stirred mixture of commercially available 2-amino-5-cyano-pyrimidine [CAS-No. 1753-48-6] (1.39 g, 11.6 mmol), hydroxylamine hydrochloride (1.61 g, 23.2 mol) and potassium carbonate (4.8 g, 34.7 mol) in ethanol (57 mL) was heated under reflux conditions for 3 h. The reaction mixture was evaporated and purified by column chromatography on silica gel (dichloromethane/MeOH 9:1) to yield the title compound (1.28 g, 72%) as an off-white solid. MS (EI) 153.1 [(M)+]; mp 218 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1753-48-6, 2-Aminopyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; McArthur, Silvia Gatti; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes; US2007/232583; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1208170-17-5, 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. 1208170-17-5, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C7H6ClN3S, 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 EXAMPLE 14C (1.032 g, 5.17 mmol) in NN-dimet ylformamide (12 mL) was added EXAMPLE 14E (1.91 g, 6.2 mol) and /VN-diisopropylethylamine (1.47 g, 11.37 mmol), and the mixture was stirred at 70C for 9 hours. The cooled mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water (20 mL), dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on silica gel (200~300 mesh) eluting with a gradient of 3/1 to 1/2 hexane/ethyl acetate to give the title compound. MS: 441 (M + H+).

According to the analysis of related databases, 1208170-17-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97683; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia