Day: July 20, 2021

Reference of 54326-16-8, 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. 54326-16-8, name is 5-Chloropyrimidin-2(1H)-one, molecular formula is C4H3ClN2O, 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 8 5-Chloro-1-(5-methyl-2-thenoylmethyl)pyrimidin-2-one A mixture of 5-chloropyrimidin-2-one (522 mg) and 2-bromoacetyl-5-methylthiophene (1.30) g) in triethylamine (0.84 ml) and ethanol (25 ml) was stirred at room temperature. After 2 h. the mixture was concentrated to ca. 10 ml, diluted with ethyl acetate (100 ml), washed with water (*3) and brine, dried (MgSO4) and evaporated to a gum. The gum was triturated with diethyl ether and the resulting solid dissolved in ethanol and treated with charcoal. Evaporation of the solvent followed by recrystallisation of the residue twice from ethyl acetate gave the title pyrimidinone (205 mg) m.p. 199-203 C., epsilonmax (EtOH) 226.5 nm (epsilon8,570), 261.5 nm (epsilon9,280), 297 nm (epsilon11,630).

According to the analysis of related databases, 54326-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Glaxo Group Limited; US4650800; (1987); A;,
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.42839-09-8, name is 2-Pyrimidinemethanol, molecular formula is C5H6N2O, molecular weight is 110.11, as common compound, the synthetic route is as follows.Product Details of 42839-09-8

Preparation of i-2a; Step A: Preparation of pyrimidin-2-ylmethyl methanesulfonate (i-2a); Methanesulfonyl chloride (4.40 mL, 57.1 mmol) was added to a stirred solution of2-hydroxymethylpyrimidine (6.28 g, 57.1 mmol) and triethylamine (9.50 mL, 68.5 mmol) in DCM (250 mL) at 00C. After approximately 20 min, the reaction mixture was poured into water, the organic layer was separated and the aqueous phase was re-extracted twice with DCM. The combined organic extracts were washed with water, brine, dried (sodium sulfate), and concentrated in vacuo to afford the title compound i-2a. 1HNMR (500 MHz, CDCl3): delta 8.81 (d,2H, J= 4.8 Hz), 7.32 (t, IH, J= 4.9 Hz), 5.46 (s, 2H), 3.24 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42839-09-8, 2-Pyrimidinemethanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2007/120574; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3934-20-1 , The common heterocyclic compound, 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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 2,4-dichloropyrimidine (50g, 336mmol), tert-butyl 4-methylpiperazine-1-carboxylate (67.2g, 336mmol), and toluene (500mL) was stirred at 110 C overnight. The mixture was poured into water, and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc) to give 10 (109g, 73%) as a colorless powder. 1H NMR (300MHz, CDCl3) delta: 1.49 (9H, s), 3.44-3.53 (4H, m), 3.75-3.84 (4H, m), 6.53 (1H, d, J=5.1Hz), 8.16 (1H, d, J=5.1Hz). MS (ESI): m/z 299 [M+H]+.

The synthetic route of 3934-20-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kono, Mitsunori; Matsumoto, Takahiro; Imaeda, Toshihiro; Kawamura, Toru; Fujimoto, Shinji; Kosugi, Yohei; Odani, Tomoyuki; Shimizu, Yuji; Matsui, Hideki; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1468 – 1478;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 175791-49-8 , The common heterocyclic compound, 175791-49-8, name is 5-Bromo-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4BrN3, 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 solution of 5-bromo-7H-pyrrolo[2,3-d]pyrimidine (1, 0.9 g, 4.54 mmol) in tetrahydrofuran (10 mL) at 0 C., was added sodium hydride (0.27 g, 6.81 mmol, 60% in hexane). The reaction mixture was allowed to stir at 0 C. for 20 min. Chloromethyl 2-trimethylsilylethyl ether (0.9 g, 5.44 mmol) was then added and the reaction mixture was stirred at 0 C. for an additional 30 min., and then quenched with water. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography using 5% methanol in dichloromethane to afford 5-bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (2). Yield: 1.3 g, 86%; MS (ESI) m/z 328[M+1]+.

The synthetic route of 175791-49-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4765-77-9, 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 4765-77-9, name is 6-Chloropyrimidin-4(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 6-chloropyrimidin-4(3H)-one (5 g), methyliodide (2.6 mL) and K2CO3 (10.6 g) in acetone (100 mL) is stirred at room temperature over night. The mixture is partitioned between water and ethyl acetate. The organic phase is washed with brine, dried (MgSO4) and concentrated. The residue is triturated with diisopropylether to give the title compound. Yield: 5.1 g; LC (method 1 1 ): tR = 0.25 min; Mass spectrum (ESI+): m/z = 145 [M+H]+.

According to the analysis of related databases, 4765-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144097; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 705263-10-1, Adding some certain compound to certain chemical reactions, such as: 705263-10-1, name is 6-Bromopyrazolo[1,5-a]pyrimidine,molecular formula is C6H4BrN3, 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 705263-10-1.

The intermediate of formula VI (30 mmOl, 5.9 g)And the substance of formula VII (30 mmol, 4.6 g)Was placed in a 250 ml round bottom flask equipped with a reflux condenser, potassium carbonate (90 mmol, 12.4 g) and Pd (PPh3) 4 (3 mmol, 3.3 g) were added, dioxane (90 ml) and water (30 ml ), Stirred under nitrogen for three times, heated under nitrogen to 110 C, stirred for 4 h,After completion of the reaction, the mixture was cooled to room temperature and the solvent was removed under reduced pressure. The mixture was extracted with 100 ml of water and 100 ml of dichloromethane. The organic phase was separated and the aqueous phase was extracted with dichloromethane 50 ml chi 3 for 3 times. Dried over sodium sulfate, the solvent was removed by suction filtration, and the residue was purified by column chromatography with ethyl acetate / petroleum ether to give 5.5 g of a pale yellow product.The pale yellow product is an intermediate of formula III-1,The yield of the intermediate of formula III-1 was calculated to be 82%.

According to the analysis of related databases, 705263-10-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chengdu Zhipulai Bio-pharmaceutical Technology Co., Ltd.; Chen Wei; Zhao Gang; Pu Lin; Liu Jifeng; (13 pag.)CN105130991; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 113583-35-0, 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.113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, molecular weight is 218.23, as common compound, the synthetic route is as follows.

Process for producing 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-methylaminopicolinic acid (Second method) 10.5 mg (0.0576 mmol) of methyl 6-methylamino-3-hydroxypicolinate, 11.6 mg (0.0532 mmol) of 2-methylsulfonyl-4,6-dimethoxypyrimidine, 8.8 mg (0.637 mmol) of potassium carbonate and 0.5 ml of dry dimethylsulfoxide were mixed. The mixture was stirred at room temperature for 5 hours, and then a 10% potassium hydroxide aqueous solution (corresponding to 90 mg, 0.160 mmol) was added thereto. The mixture was reacted at room temperature for one hour, and then 2.0 ml of water was added to the reaction mixture. Further, 1.0 ml of a 10% citric acid aqueous solution was added thereto, and the mixture was left to stand, whereby crystals precipitated. After being thoroughly precipitated, the crystals were filtered under suction and washed with water. The crystals were dried to obtain 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-methylaminopicolinic acid. Colorless prism crystals, 13.7 mg (yield: 84.0%)

The chemical industry reduces the impact on the environment during synthesis 113583-35-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY Co., Ltd.; EP567133; (1993); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 46155-89-9, 1,3-Dimethyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione, 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, Recommanded Product: 46155-89-9, blongs to pyrimidines compound. Recommanded Product: 46155-89-9

A solution of 1 g (5.58 mmol)of compound 1a in 5 mL of concentrated sulfuric acid was cooled to 2-5C, and a mixture of 0.37 mL(5.58 mmol) of nitric acid (d = 1.41 g/cm3) and 2 mL of concentrated sulfuric acid was added dropwise with vigorous stirring and cooling. The mixture was stirred for 1 h and poured onto 20 g of ice. After 30 min, the precipitate was filtered off and washed with 10 mL of water. Yield 0.77 g (62%, assuming formation of mononitro derivatives). According to the 1H NMR data, the product was a mixture of 6- and 7-nitro derivatives ata ratio of 7 : 93. It was recrystallized from 55 mL of ethanol to isolate 0.47 g (38%) of 7-nitro isomer 2a,mp 272-273C. IR spectrum, nu, cm-1: 3150 m (NH),1710 s, 1680 s (C=O), 1575 s, 1390 s (NO2). 1H NMRspectrum (DMSO-d6), delta, ppm: 3.25 s (3H, 1-CH3),3.58 s (3H, 3-CH3), 8.27 d (1H, 6-H, J = 3.47 Hz),13.55 br.s (1H, NH). Found, %: C 42.73; H 3.70;N 24.88. C8H8N4O4. Calculated, %: C 42.86; H 3.60;N 24.99.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,46155-89-9, 1,3-Dimethyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Tkachenko, Yu. N.; Popov; Pozharskii; Borodkin; Levchenkov; Russian Journal of Organic Chemistry; vol. 53; 10; (2017); p. 1564 – 1572; Zh. Org. Khim.; vol. 53; 10; (2017); p. 1536 – 1543,8;,
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. 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. category: pyrimidines

To a stirred solution of 4-chloro-5-iodopyrimidine (300 mg, 1.248 mmol) in DMF (2 mL) was added cesium carbonate (813 mg, 2.496 mmol) and morpholine (0.435 mL, 4.99 mmol). The reaction was purged with N2, heated to 90 C for 12 hours and then concentrated to give the crude Intermediate 44, which was used directly in subsequent reaction. MS (ES): m/z = 292.1 [M+H]+. ‘H NMR (400 MHz, MeOD) delta ppm 8.69 (1 H, s), 8.56 (1 H, s), 3.76-3.86 (5 H, m), 3.61-3.71 (5 H, m). Intermediate 44 was used in the synthesis of Example 224.

With the rapid development of chemical substances, we look forward to future research findings about 63558-65-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; AUSTIN, Joel, Francis; SHARMA, Lisa, S.; BALOG, James, Aaron; HUANG, Audris; VELAPARTHI, Upender; DARNE, Chetan, Padmakar; SAULNIER, Mark, George; WO2012/15723; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 22276-95-5, 5-Bromo-4-chloro-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, Recommanded Product: 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

General Procedure 7 Step 2: Methyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate; To a solution of 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (15 g, 64.377 mmol) in THF (378 ml.) n-BuLi (1.4 M in hexanes, 96.56 ml_, 135.19 mmol) is added dropwise at -78 0C. The reaction solution is stirred for 30 min and then methyl chloroformate (4.73 ml_, 61.15 mmol) in THF is added at -78 0C and the reaction mixture is allowed to attain room temperature and is stirred for 3 h. The reaction is quenched with aq. NH4CI. The solvent is distilled off and the residual solution is extracted with EtOAc (3 x 300 ml_). The combined organic layer is washed with water (300 ml_), brine (300 ml_), dried over anhydrous Na2SO4 and concentrated in vacuo. The crude residue is purified by column chromatography to give methyl 4-chloro-7H- pyrrolo[2,3-d]pyrimidine-5-carboxylate as a pale yellow solid.1H-NMR (400 MHz, DMSO-d6): delta 13.3 (brs, 1 H), 8.69 (s, 1 H), 8.42 (s, 1 H), 3.82 (s, 1 H). ESI- MS (pos.): 21 1.8 (M+H).

The synthetic route of 22276-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHEN, Yen Liang; DURAISWAMY, Jeyaraj; HALLER, Sarah; KEIM, Matthias; KONDREDDI, Ravinder Reddy; YIN, Zheng; WO2010/15643; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia