Day: March 25, 2022

Adding a certain compound to certain chemical reactions, such as: 54368-61-5, Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate, 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, 54368-61-5, blongs to pyrimidines compound. Recommanded Product: Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate

The product from step 2 (2.64 g) was HYDROGENATED at room temperature at a pressure of 3.75 bar hydrogen gas for 5 hours, in dioxane (180 ml) and in the presence of magnesium oxide (1.96 g) and 5% palladium on carbon (2.44 g). The reaction mixture was filtered through celite, washed with dioxane, ethyl acetate, and methanol. The solvents were combined and evaporated and the reaction mixture was purified by column chromatography on silica gel (40-60) eluting with ethyl acetate to give 5-amino-2-chloro-pyrimidine-4- carboxylic acid ethyl ester as a yellow solid (1. 38 g). IH NMR (CDCL3) 8 ppm : 1.45 (t, 3H), 4.5 (q, 2H), 5.75 (bs, 2H), 8.3 (s, LH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54368-61-5, its application will become more common.

Reference:
Patent; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; WO2004/56826; (2004); 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.65754-04-3, name is 6-Oxo-1,6-dihydropyrimidine-5-carboxylic acid, molecular formula is C5H4N2O3, molecular weight is 140.1, as common compound, the synthetic route is as follows.name: 6-Oxo-1,6-dihydropyrimidine-5-carboxylic acid

A mixture of 4-hydroxy-5-pyrimidinecarboxylic acid (0.88 g, 6.3 mmol) in 5 drops of DMF and 6 mL of thionyl chloride was heated at reflux for 3 hours. The mixture was concentrated and the residue was dissolved in methylene chloride. A mixture of the residue, dimethylamine hydrochloride (0.62 g, 7.6 mmol) and triethylamine (4.5 mL, 31.5 mmol) in 50 mL of methylene chloride was stirred at 0 C. for 0.5 hours. The mixture was poured into water and aqueous sodium bicarbonate. The mixture was extracted with methylene chloride (2*30 mL) and the extract was washed with brine, dried (Na2 SO4) and concentrated by rotary evaporation to give 4-chloro-N,N-dimethyl-5-pyrimidinecarboxamide (0.66 g, 3.6 mmol) as an oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65754-04-3, 6-Oxo-1,6-dihydropyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Syntex (U.S.A.) Inc.; US5688795; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 25746-87-6, 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 25746-87-6, name is 4-Dimethoxymethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

c) Pyrimidine-4-carbaldehyde A solution of 4-dimethoxymethyl-pyrimidine (30.6 g, 199 mmol) in water (235 mL) and concentrated sulfuric acid (2.9 g, 30 mmol) was heated at 60 C. for 24 h. After cooling to room temperature the pH was set to 8 with saturated aqueous sodium hydrogen carbonate solution. The mixture was then extracted overnight in a continuous extraction (Keberle) for 48 h with chloroform. The chloroform extract was then dried over sodium sulfate, filtered and evaporated. Purification by chromatography (SiO2, dichloromethane_methanol=1:0 to 95:5) afforded the title compound (8.1 g, 26%) which was obtained as a brown oil. MS: m/e=108.0 [M]+.

According to the analysis of related databases, 25746-87-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Buettelmann, Bernd; Jakob-Roetne, Roland; Knust, Henner; Thomas, Andrew; US2009/143385; (2009); A1;,
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. 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide, molecular formula is C11H13ClN4O, 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. Recommanded Product: 149765-15-1

Step 4. N-(4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide A solution of N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide (101 g, 0.40 mol) in anhydrous THF (2 L) was treated with N-iodosuccinimide (98.9 g, 0.44 mol, 1.1 eq.) under N2 atmosphere at rt for 40 min. The solvent was evaporated, and the residue was taken up in CH2Cl2 (1.5 L), and washed with Na2SO3 (500 mL*3) and brine (300 mL*3). Evaporated and recrystallizion from MeOH gave the title product as a white powder (122 g, 81% yield, HPLC purity: 98.2%). tR: 6.19 min. 1H-NMR (DMSO-d6) delta 12.65 (br.s, 1H), 10.11 (br. s, 1H), 7.76 (d, 1H), 1.24 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 149765-15-1.

Reference:
Patent; Conforma Therapeutics Corporation; US2006/223797; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 99420-75-4 ,Some common heterocyclic compound, 99420-75-4, molecular formula is C6H6N2O2, 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-methylpyrimidine-2-carboxylic acid (0.03 g, 0.22 mmol, 1 eq) and (S)-1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-amine (0.060 g, 0.22 mmol, 1 eq) in 1 mL of DMSO was added triethylamine (0.12 mL, 0.86 mmol, 4 eq) and HATU (0.09 g, 0.24 mmol, 1.1 eq). After stirring for 1 h at room temperature, the mixture was concentrated and purified by HPLC to afford (S)-5-methyl-N-(1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-yl)pyrimidine-2-carboxamide (0.029 g, 0.09 mmol, 41%). 1H NMR (400 MHz, CD3OD) delta 8.75 (s, 2H), 7.76 (s, 1H), 7.71 (d, J=5.5 Hz, 1H), 7.54 (s, 1H), 6.91 (s, 1H), 6.85 (d, J=5.8 Hz, 1H), 5.00-3.60 (br, 5H), 2.65-2.30 (br, 2H), 2.40 (s, 3H); MS: (ES) m/z calculated for C17H18N6O [M+H]+323.2. found 323.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,99420-75-4, its application will become more common.

Reference:
Patent; ChemoCentryx, Inc.; Fan, Junfa; Krasinski, Antoni; Lange, Christopher W.; Lui, Rebecca M.; McMahon, Jeffrey P.; Powers, Jay P.; Zeng, Yibin; Zhang, Penglie; US2014/154179; (2014); 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. 890094-38-9, name is 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine, the common compound, a new synthetic route is introduced below. Computed Properties of C7H9ClN4O2

4-amino-3-fluoro-N-(4-methylpiperazin-1-yl)benzamide(5.0g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 4 hours, cooled to room temperature, filtered, washed and dried to obtain a yellow solid(6.5g) in a yield of 75.7%. 1H NMR(400 MHz, DMSO-d6): delta 10.11(s, 1H), 9.47(s, 1H), 8.99(s, 1H), 8.38(d, J=7.6Hz, 1H), 7.86(m, 1H), 7.65(m, 2H), 4.27(m, 1H), 2.89(t, J=4.8Hz, 4H), 2.42(br, 4H), 2.19(s, 3H), 1.23(d, J=6.4Hz, 6H)ppm.

The synthetic route of 890094-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 147539-23-9, 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.147539-23-9, name is 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine, molecular formula is C13H18ClN5O4, molecular weight is 343.77, as common compound, the synthetic route is as follows.

PREPARATION 28 1-[1,1-Dimethylethoxycarbonyl]-4-[5-amino-6-pyrimidinyl]piperazine A mixture of 1-[1,1-dimethylethoxycarbonyl]-4-[4-chloro-5-nitro-6-pyrimidyl]piperazine (PREPARATION 23, 0.56 g) and triethylamine (0.3 ml) and palladium on carbon (5%, 0.13 g) in ethanol (100 ml) is charged with hydrogen gas (30 psi). After the theoretical amount of hydrogen gas is consumed, the catalyst is removed under reduced pressure. The filtrate is concentrated under reduced pressure to a foam which is diluted with an aqueous saturated solution of potassium carbonate and dichloromethane. The phases are separated and the organic phase is dried over sodium sulfate and concentrated to give to give the title compound, NMR (CDCl3) 1.49, 3.49, 3.29, 3.56, 7.98, and 8.39 delta.

Statistics shows that 147539-23-9 is playing an increasingly important role. we look forward to future research findings about 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine.

Reference:
Patent; The Upjohn Company; US5489593; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1192064-63-3 , The common heterocyclic compound, 1192064-63-3, name is 2,5-Dichloro-4-methylpyrimidine, molecular formula is C5H4Cl2N2, 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 2,5-dichloro-4-methylpyrimidine (300 mg, 1.6 mmol), (R)-tert-butyl 3- aminopyrrolidine-l-carboxylate (263 mg, 1.6 mmol) and DIEA (619 mg, 4.8 mmol) in DMF (5 mL) was stirred at l20C for 5 hours. The mixture was cooled to RT, diluted with water (20 mL) and extracted with EtOAc (20 mL* 3). The combined organic phase was washed with brine (20 mL), dried over Na2S04, filtered and concentrated. The residue was purified by flash chromatography on silica gel (petroleum ether/EtOAc = 20/1) to afford (R)-tert-butyl 3-((5-chloro- 4-methylpyrimidin-2-yl)amino)pyrrolidine-l-carboxylate (250 mg, 50%) as a yellow solid. [M+H] Calc?d for Ci4H2iClN402, 313.1; Found, 313.1.

The synthetic route of 1192064-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KINNATE BIOPHARMA INC.; KANOUNI, Toufike; ARNOLD, Lee D.; KALDOR, Stephen W.; MURPHY, Eric A.; TYHONAS, John; (0 pag.)WO2020/6497; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51953-18-5, Adding some certain compound to certain chemical reactions, such as: 51953-18-5, name is Pyrimidin-4-ol,molecular formula is C4H4N2O, 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 51953-18-5.

Method U Preparation of 5-Iodo-4(3H)-pyrimidinone The procedure of Sakamoto et. al. (Chem. Pharm. Bull. 1986, 34(7), 2719-2724) was used to convert 4(3H)-pyrimidinone into 5-iodo-4(3H)-pyrimidinone, which was of sufficient purity for conversion to 4-chloro-5-iodopyrimidine.

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. 51953-18-5, Pyrimidin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Konradi, Andrei W.; Pleiss, Michael A.; Thorsett, Eugene D.; Ashwell, Susan; Welmaker, Gregory S.; Kreft, Anthony; Sarantakis, Dimitrios; Dressen, Darren B.; Grant, Francine S.; Semko, Christopher; Xu, Ying-Zi; Stappenbeck, Frank; US2002/52375; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 115932-00-8, 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. 115932-00-8, name is Ethyl pyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C9H9N3O2, 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 ethyl pyrazolo[l,5-a]pyrimidine-3-carboxylate (3.15 g, 16.4 mmol) in ethanol (50 mL) and water (40 mL) was added potassium hydroxide aqueous solution (2 M, 40 mL). The reaction mixture was stirred at 50 C for 2 h and cooled down to room temperature and then concentrated in vacuo. The resulting mixture was adjusted to pH = 2 with 1M hydrochloric acid aqueous solution, and white solid was appeared, then filtered to afford the product as a white solid (2.6 g, 97%).LC-MS (ESI, neg. ion) m/z: 162.1 [M-H] . H NMR (600 MHz, DMSO-Lambda): delta (ppm) 9.26 (dd, J= 7.0, 1.7 Hz, 1H), 8.80 (dd, J = 4.1, 1.7 Hz, 1H), 8.58 (s, 1H), 7.26 (dd, J= 7.0, 4.1 Hz, 1H).

According to the analysis of related databases, 115932-00-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia