Day: March 18, 2021

Reference of 579476-26-9, 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. 579476-26-9, name is 3-Pyrimidin-2-yl-benzoic acid, molecular formula is C11H8N2O2, 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.

[00219] To a solution of N-(4-chlorophenyl)-5,5-difluoropiperidine-3-carboxamide (50 mg, 0.18 mmol) in THF (2 ml) was added 3-(pyrimidin-2-yl)benzoic acid (44 mg, 0.22 mmol) followed by N-(3-dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (52 mg, 0.27 mmol), N,N-diisopropylethylamine (0.095 ml, 0.55 mmol), and 4- (dimethylamino)pyridine (4.4 mg, 0.036 mmol). The reaction stirred overnight at room temperature. The reaction mixture was poured into ethyl acetate and washed with saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over magnesium sulfate, filtered, and concetrated. The crude residue was purified by column chromatography eluting with 40-60% ethyl acetate in hexanes to give the title compound (75mg, 90%). ?H NMR (400 MHz, DMSO-d6, 80 C) oe 10.04, 8.90, 8.49, 8.43, 7.63, 7.56, 7.44, 7.32, 4.33, 4.20, 3.57, 3.25, 3.00, 2.96, 2.46, 2.30.

According to the analysis of related databases, 579476-26-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; BOARD OF TRUSTEES OF MICHIGAN STATE UNIVERSITY; LARSEN, Scott, D.; NEUBIG, Richard; HAAK, Andrew; HUTCHINGS, Kim; RAJESWARAN, Walajapet; (156 pag.)WO2016/73847; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13479-88-4, 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 13479-88-4 as follows.

Step 1 5-Chloro-N-(5,6-dimethoxypyridin-2-yl)thiazolo[5,4-d]pyrimidin-7-amine Procedure: A solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine (300 mg, 1.45 mmol), 5,6-dimethoxypyridin-2-amine (269 mg, 1.74 mmol) and DIEA (281 mg, 2.17 mmol) in 5 mL of DMSO was stirred at room temperature for 24 hours. Then the mixture was poured into 30 mL of water, and the formed solid was filtered and washed with water. The obtained crude product was purified by silica gel chromatography (silica gel 200-300 mesh, eluting with ethyl acetate) to give 5-chloro-N-(5,6-dimethoxypyridin-2-yl)thiazolo[5,4-d]pyrimidin-7-amine (344 mg, 73%) as an off-white solid. LC-MS: 324.1 [M+H]+, tR=1.69 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13479-88-4, its application will become more common.

Reference:
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 25193-95-7, 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 25193-95-7, name is 5-(Hydroxymethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 27 Synthesis of 3,5-dimethyl-4-hydroxy-6-(5-(5-pyrimidinylmethoxy)benzofuran-2-yl)-2H-pyran-2-one A solution of tributylphosphine in 2 N THF (0.94 ml) and a solution of TMAD (323 mg) in CH2Cl2 (3 ml) were added dropwise to a solution of 4-acetyloxy-3,5-dimethyl-6-(5-hydroxybenzofuran-2-yl)-2H-pyran-2-one (118 mg) and 5-hydroxymethylpyrimidine (202 mg) in THF (30 ml) at 0 C., and the mixture was stirred at room temperature overnight. The reaction solution was cooled on ice, a 1 N lithium hydroxide aqueous solution (5 ml) was added and the mixture was stirred at room temperature for one hour, after which the reaction solution was again cooled on ice, a 1 N hydrochloric acid aqueous solution (5 ml) and AcOEt were added, the organic layer and aqueous layer were separated, and the aqueous layer was further extracted with AcOEt. The organic layers were combined and dried with MgSO4, and then filtered and concentrated. The residue was purified by silica gel column chromatography (AcOEt/MeOH=10/1) to obtain 3,5-dimethyl-4-hydroxy-6-(5-(5-pyrimidinylmethoxy)benzofuran-2-yl)-2H-pyran-2-one. Yield: 35 mg (y. 26%) 1H NMR(delta ppm, DMSO-d6): 1.95(s, 3H), 2.29(s, 3H), 5.24(s, 2H), 7.12 to 7.14(m, 1H), 7.33 to 7.38(m, 2H), 7.61 to 7.63(m, 1H), 8.95(s, 2H), 9.18(s, 1H), 10.91(brs, 1H)

According to the analysis of related databases, 25193-95-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Teijin Limited; Microbial Chemistry Research Foundation; US6589984; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 13223-25-1, 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. 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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.

Preparation of methyl 2-(4,6-dimethoxy-2-pyrimidinyloxy) benzoate 4.38 g (25 mmol) of 2-chloro-4,6-dimethoxypyrimidine, 3.80 g (25.0 mmol) of methyl 2-hydroxybenzoate and 0.66 g (6.3 mmol) of sodium methanesulfinate were heated in the presence of 5.17 g (37.5 mmol) of potassium carbonate in 25 ml of N,N-dimethylformamide to 120 C. with stirring. After 1.5 hours, the solvent was removed in a rotary evaporator at 60 C./20 mbar. The residue was taken up in 30 ml of water and 30 ml of dichloromethane. After the organic phase had been separated off, the aqueous phase was again extracted with 20 ml of dichloromethane. The combined organic phases was washed with water, dried over magnesium sulfate and evaporated. The residue was purified by chromatography on a silica gel column (eluent hexane/ethyl acetate 4:1). The title product was obtained from the product fraction in a yield of 5.76 g (77.0 percent of theory) (GC content 97 percent). The melting point of the title compound was 106.7 C. to 108.3 C.

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 13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine.

Reference:
Patent; Lonza AG; US5840892; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3680-69-1, 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.3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.5691, as common compound, the synthetic route is as follows.

Step l:Synthesis of 4,5-dichloro-7H-pyrrolo[2,3-d]pyrimidineTo a mixture of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (2.5 g, 16.28 mmol) in dry DCM (100 mL) was added NCS (4.35 g, 32.6 mmol) at 25 C. The resulting mixture was stirred for 16 hours at 40 C under argon atmosphere. When the 4-chloro-7H-pyrrolo[2,3-d]pyrimidine was consumed, the mixture was filtered directly without cooling. The solid was collected, washed with DCM (20 ml), dried under vacuum to give 4,5-dichloro-7H-pyrrolo[2,3-d]pyrimidine as a solid. LC-MS: (ES, /// r): 188.01 [M+H]+. H- MR: (300MHz, d6-OMSO, ppm): delta 12.90 (br, 1H), 8.65 (s, 1H), 7.93 (d, J= 2.7Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 3680-69-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GIRIJAVALLABHAN, Vinay M.; OLSEN, David B.; ZHANG, Zhibo; FU, Jianmin; TANG, Bing-Yu; WO2015/143712; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 591-55-9, Adding some certain compound to certain chemical reactions, such as: 591-55-9, name is 5-Aminopyrimidine,molecular formula is C4H5N3, 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 591-55-9.

Step 8: 6-Chloro-3-(4-ethylphenylamino)-N-(pyrimidin-5-yl)benzo[d]isoxazole-7-carboxamide 6-Chloro-3-(4-ethylphenylamino)benzo[d]isoxazole-7-carboxylic acid (0.195 g, 0.615 mmol) was dissolved in DMF, followed by TEA (0.223 ml, 1.61 mmol) and HATU (0.285 g, 0.749 mmol). The mixture was allowed to stir for 5 min before adding pyrimidin-5-amine (0.0509 g, 0.535 mmol) and the mixture was heated to 50 C. overnight. The mixture was then cooled to RT, partitioned between EtOAc/brine, the layers were separated, and the aqueous was extracted with EtOAc (3*). The combined organics were washed with H2O and brine, filtered and concentrated. The crude material was purified by silica gel chromatography using 20:1 DCM/MeOH to give 6-Chloro-3-(4-ethylphenylamino)-N-(pyrimidin-5-yl)benzo[d]isoxazole-7-carboxamide as a light brown solid. MS calculated 393.8, found M+H+=394.1.

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. 591-55-9, 5-Aminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; US2008/227779; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 84955-31-7 ,Some common heterocyclic compound, 84955-31-7, 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.

EXAMPLE 2 4-Chloro-5-iodo-2-pivaloylamino-pyrrolo[2,3-d]pyrimidine (I) STR3 A solution of 2-amino-4-chloro-pyrrolo[2,3-d]pyrimidine (20 g, 118 mmol) and pivaloyl chloride (14.3 g, 118 mmol) in pyridine (150 mL) was stirred for 18 hours at ambient temperature. The resulting dark red solution was evaporated to an amber solid which was co-evaporated with water (20 mL, 3*). The resulting solid was filtered, washed with cold water and then dried over KOH in vacuo to yield 22 g (83%) of 2-pivaloylamino-4-chloro-pyrrolo[2,3-d]pyrimidine as a reddish solid. 1 H-NMR (DMSO-d6): delta 12.35 (bs, 1, N (7)-H); 10.07 (s,1, N (2)-H); 7.56 (m,1, H-6); 6.58 (m,1, H-5); 1.24 (s, 9, pivaloyl methyls).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84955-31-7, its application will become more common.

Reference:
Patent; Isis Pharmaceuticals, Inc.; US6093807; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 118-70-7, 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. 118-70-7, name is Pyrimidine-4,5,6-triamine, molecular formula is C4H7N5, 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 1 Preparation of 7-Amino[1,2,5]thiadiazolo[3,4-d]pyrimidine A flask was charged with 19.78 g. (0.15 mole) of 4,5,6-triaminopyrimidine and 163.0 g. (137 mole) of thionyl chloride and the mixture stirred at reflux for 18 hours. The dark orange reaction mixture was evaporated to dryness on the rotary evaporator and to the residue was added 500 ml. water and 40 ml. methanol. The resulting solution was adjusted to a pH of 7.5-8.0 with saturated sodium bicarbonate solution and heated to reflux. The hot mixture was filtered and the filtrate cooled to 0-5 C. in an ice-bath. The solid was collected by filtration, washed twice with 50 ml. ice water and twice with 50 ml. ether. The resulting tan product was dried in vacuo at 70 C. overnight to afford 18.2 g. (79%) of product. M.p. 247-249 C.; tlc on silica gel in chloroform-methanol (8:1) showed one spot at Rf =

According to the analysis of related databases, 118-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US4098787; (1978); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-59-9, 6-Chloropyrimidin-4-amine, 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, 5305-59-9, blongs to pyrimidines compound. name: 6-Chloropyrimidin-4-amine

The 0.96 g (10 mmol) of 1H-imidazole-4-carbaldehyde was dissolved in 20 ml of DMF, and 1.30 g (10 mmol) of 4-amino-6-chloropyrimidine, 2.07 g (15 mm1) of potassium carbonate was added successively 100 C, stirring reaction 12h. The appropriate amount of water was added and extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate and then filtered to remove the solvent under reduced pressure. The residue was purified by silica gel column The eluent was methanol: dichloromethane = 1: 30 to give 0.87 g of a white solid (compound represented by the formula Pialpha) in a yield of 46%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5305-59-9, its application will become more common.

Reference:
Patent; East China University of Science and Technology; Mao Fei; Xu Yixiang; Li Xiaokang; Liu Wenwen; Li Jian; (26 pag.)CN106946854; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 105742-66-3, 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 105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound 5 was synthesized as described.33 Compounds 6 and 7were synthesized in our previous work.34 Compounds 4 (5 mmol), 7(5 mmol) and anhydrous potassium carbonate (5 mmol, 0.69 g) wereadded to a mixed solvent of dimethyl formamide (20 mL) and water(10 mL), and then refluxed for 2-4 h. The progress was monitored byTLC. After the reaction was complete, the reaction solution was pouredinto saturated saline and extracted with ethyl acetate (3¡Á80 mL). Theextract was dried, filtered, and the solvent was removed under reducedpressure to give a crude product. Recrystallization from the mixedsolvent of petroleum ether and ethyl acetate gave pure target compoundsO1-17 (Scheme 2).

According to the analysis of related databases, 105742-66-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yan, Zhongzhong; Liu, Aiping; Ou, Yingcan; Li, Jianming; Yi; Zhang, Ning; Liu, Minhua; Huang, Lu; Ren, Jianwei; Liu, Weidong; Hu, Aixi; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3218 – 3228;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia