Tag: M.W:100-200

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. 633328-98-0, name is 5-Chloro-1H-pyrazolo[4,3-d]pyrimidine, molecular formula is C5H3ClN4, 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. name: 5-Chloro-1H-pyrazolo[4,3-d]pyrimidine

NaH in mineral oil (570 mg, 14 mmol) was slowly added at 0 C. to a solution of 5-chloro-1H-pyrazolo[4,3-d]pyrimidine (2.0 g, 13 mmol) and [beta-(trimethylsilyl)ethoxy]methyl chloride (2.40 mL, 13.6 mmol) in tetrahydrofuran (25 mL). After stirring at r.t. for 1 h, the reaction mixture was quenched by the addition of water and the resulting mixture was extracted with ethyl acetate. The organic phase was washed with brine and dried over sodium sulfate. The solvents were evaporated under reduced pressure and the crude product was purified by Biotage Isolera (2.36 g, 64%). LCMS calculated for C11H18ClN4OSi (M+H)+ m/z=285.1; found 285.2

With the rapid development of chemical substances, we look forward to future research findings about 633328-98-0.

Reference:
Patent; Incyte Corporation; Vechorkin, Oleg; Liu, Kai; Pan, Jun; Sokolsky, Alexander; Ye, Hai Fen; Ye, Qinda; Yao, Wenqing; Hummel, Joshua; (117 pag.)US2018/72741; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 36315-01-2, 2-Amino-4,6-dimethoxypyrimidine, 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, Safety of 2-Amino-4,6-dimethoxypyrimidine, blongs to pyrimidines compound. Safety of 2-Amino-4,6-dimethoxypyrimidine

One pot procedure for the synthesis of 2-amino-5,7-dimethoxy [1,2, 4] triazolopyrimidine (ADTP) from 2-amino-4,6-dimethoxypyrimidine (ADP) 11. 9 g (0.075 mol) ADP was dissolved in 68 g ethyl acetate. 11 g (0.0825 mol) ethoxycarbonyl isothiocyanate was added within 20 min. at 78C (no exotherm). The mixture was stirred over 5 h at reflux (78-79C). 49.2 g (0.075 mol) hydroxylammonium sulfate (25 % solution in water) were added and the mixture heated to 71C (reflux aceotrope). 50 g (0.1 mol) diluted caustic soda (2 mot/1) was added within 1 h to establish the pH from 1.3 to 6.5 and hold at 6.5-7. 0 (offgas C02 and H2S, slightly exotherm). The mixture was stirred over 6 h under reflux (71C) for reaction completion. The mixture was cooled down over night to 20C. The product (ADTP) was filtrated and washed 3 times with each 25 g water to remove the salt (Na content after first wash 0.42 %, after second 0.20 %, after third 0.025 %). Finally the solid ADTP was dried. Yield : 91.1 % in respect to ADP, purity 95.3 % (quantitative HPLC assay).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,36315-01-2, 2-Amino-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BASF AKTIENGESELLSCHAFT; WO2005/63753; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 69034-12-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 2-chloro-5-(trifluoromethyl)pyrimidine (0.300 g, 1.64 mmol) in dimethoxyethane (9 mL) was added a 2 M aqueous solution of sodium carbonate (3.7 mL, 7.4 mmol) and (5-(tert-butyl)-2-(methoxymethoxy)phenyl)boronic acid (0.500 g, 2.14 mmol). The solution was degassed with nitrogen for five minutes and tetrakis(triphenylphosphine)palladium(0) (95 mg, 0.082 mmol) was added and the reaction mixture heated to 80 C. in a sealed vial for 16 hours. The cooled reaction mixture was partitioned between ethyl acetate (25 mL) and 1 M aqueous sodium hydroxide solution (25 mL), the organic phase separated, dried (Na2SO4), filtered and concentrated under reduced pressure to give a yellow syrup. The crude product was purified by chromatography on silica eluting with a solvent gradient of 0 to 100% ethyl acetate in hexanes to give 2-(5-(tert-butyl)-2-(methoxymethoxy)phenyl)-5-(trifluoromethyl)pyrimidine (0.25 g, 44% yield) as a colorless oil. HPLC/MS Rt=7.12 min, m/z 341.1 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jacobus Pharmaceutical Company, Inc.; Heffernan, Gavin David; Jacobus, David Penman; Saionz, Kurt William; Schiehser, Guy Alan; Shieh, Hong-Ming; Zhao, Wenyi; US2014/135320; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10320-42-0 ,Some common heterocyclic compound, 10320-42-0, molecular formula is C4H2ClN3O2, 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.

The first step: a vacuum 50mL reaction bottle is vacuumed three times, then added to the reaction bottle4-bromoaniline (172 mg, 1.0 mmol, 1.0 equiv), add 10.0 mL of dry acetonitrile and stir to 4-bromoaniline.Then 2-chloro-5-nitropyrimidine (0.1593 g, 1.0 mmol, 1.0 equiv) was added to the reaction flask. Whole mixture in nitrogenThe reaction was carried out under a gas pressure for 4-5 hours. The reaction is detected by TLC, and if the reaction of aniline is detected, it can be stopped.Stop the reaction. The experimental treatment is to drain the solution in the reaction; dissolve the solute in the reaction flask with ethyl acetate, and transfer toIn a 100 mL round bottom flask, add 2 mL (200-300 mesh) of silica gel to the round bottom flask for spin-drying (petroleum ether and acetic acid B).Ester) over silica gel in the column. Wait until the intermediate product is pale yellow crystal N-(4-bromophenyl)-5-nitropyrimidin-2-amine (260 mg, 88% yield)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10320-42-0, its application will become more common.

Reference:
Patent; Jinan University; Feng Pengju; Chen Tianfeng; Chen Junfeng; Huang Yifeng; (25 pag.)CN108148005; (2018); A;,
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. 16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, the common compound, a new synthetic route is introduced below. name: 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde

Step 1 : lambda/-[2-(4,6-Dichloro-5-pyrimidinyl)ethyl]-5-fluoro-2-pyridinamine (187)A round bottom flask was charged with 2-amino-5-fluoropyridine (0.323 g, 2.88 mmol) and cooled to -15C. Trifluoroacetic acid (2.5 ml_, 32.2 mmol) was added and the solution was stirred for 10 minutes at -15C. Na(OAc)3BH (0.89 g, 4.2 mmol) was added to the reaction mixture and stirred for 10 minutes. A solution of 209 (0.5 g, 2.62 mmol) in CH2CI2 (2.0 ml.) was added dropwise and the reaction mixture was stirred at -15C for 30 minutes, then stirred at RT for 15 h. Mixture was concentrated under reduced pressure, diluted with 10% NaHCO3, extracted with CH2CI2 (3 x 10 ml_), dried over MgSO4, filtered, and concentrated under reduced pressure to afford the crude material, which was purified by SiO2 flash column chromatography to give 0.17 g of the title compound 187 and 4-chloro-7-(5-fluoro-2-pyridinyl)-6,7-dihydro-5/-/-pyrrolo[2,3- c/]pyrimidine as an inseparable mixture . 1H NMR (400 MHz, CDCI3): delta 8.62 (s, 1 H), 7.92 (d, J = 2.68 Hz, 1 H), 7.14 – 7.23 (m, 1 H), 6.37 (dd, J1 = 9.10 Hz, J2 = 3.39 Hz, 1 H), 4.60 (br. s, 1 H), 6.67 (q, J = 6.54 Hz, 2 H), 3.24 (t, J = 6.87 Hz, 2 H); LCMS (APCI): m/z 287 (M + H)+.

The synthetic route of 16019-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 22536-66-9, 2-Chloropyrimidine-4-carboxamide, 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, name: 2-Chloropyrimidine-4-carboxamide, blongs to pyrimidines compound. name: 2-Chloropyrimidine-4-carboxamide

4.3. 2-[{3-[4-{[5-Methyl-2-(1-methylethyl)phenoxy]methyl}-1-piperidyl]-propyl}amino]pyrimidine-4-carboxamide 4.4 g (0.0144 mol) of 4-{[5-methyl-2-(1-methylethyl)phenoxy]methyl}-1-piperidinepropanamine hydrochloride, 2.27 g (0.0144 mol) of 2-chloropyrimidine-4-carboxamide and 2.98 g (0.0216 mol) of K2 CO3 in 86 ml of DMF are reacted. The mixture is stirred for 48 h. It is poured into water and then extracted 3 times with AcOEt. The organic phase is washed 3 times with water. It is dried over Na2 SO4, filtered and concentrated. The product crystallises. It is taken up in a little ether and the mixture is filtered. 4.5 g (0.0105 mol) of base are obtained, which base is taken up in 100 ml of EtOH and a solution of 1.22 g (0.0105 mol) of fumaric acid in 150 ml of EtOH is added. M.p. 183-88 C. Yield: 36%.

The synthetic route of 22536-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Synthelabo; US5210086; (1993); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1722-12-9 , The common heterocyclic compound, 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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 2-chloropyrimidine (300 mg, 2.619 mmol) in dioxane (5 ml), was added piperidin-4-one hydrochloride monohydrate (402.3 mg, 2.619 mmol) at room temperature. The mixture was heated at 80 C. overnight and concentrated under reduced pressure. The residue was treated with EtOAc (30 ml) and saturated NaHCO3 (10 ml). After separation of the layers, the aqueous phase was extracted with EtOAc (2×10 ml). The combined organic layers were washed with brine (10 ml), dried (MgSO4), filtered, and concentrated under reduced pressure to furnish a crude product. This material was purified by column chromatography (40% EtOAc/hexanes) to give 1-pyrimidin-2-yl-piperidin-4-one (320 mg, 53%) as an off-white solid: 1H NMR (CDCl3, 400 MHz) delta 8.38 (d, J=6.4 Hz, 2 H), 6.61 (t, J=6.4 Hz, 9 H), 4.16 (t, J=5.6 Hz, 2 H), 2.53 (t, J=5.6 Hz, 2 H).

The synthetic route of 1722-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Barbosa, Joseph; Dong, Li; Fink, Cynthia Anne; Wang, Jiancheng; Zipp, G. Gregory; US2006/258672; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 956034-07-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

Preparation of 2-chloro-4-(3-nitrophenoxy -furo|”3.2- cnpyrimidine6.4 g (33.9 mmol) of 2,4-dichlorofuro[3,2-Patent; HANMI HOLDINGS CO. , LTD.; CHA, Mi Young; KANG, Seok Jong; KIM, Mi Ra; LEE, Ju Yeon; JEON, Ji Young; JO, Myoung Gi; KWAK, Eun Joo; LEE, Kwang Ok; HA, Tae Hee; SUH, Kwee Hyun; KIM, Maeng Sup; WO2011/162515; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 25940-35-6, Adding some certain compound to certain chemical reactions, such as: 25940-35-6, name is Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid,molecular formula is C7H5N3O2, 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 25940-35-6.

To a solution of 5-(5-bromo-2-(difluoromethoxy)phenyl)-l-((2- (trimethylsilyl)ethoxy)methyl)-lH-pyrazol-4-amine (50.1 g, 115 mmol) in DMA (1500 mL) was added pyrazolo[l,5-a]pyrimidine-3-carboxylic acid (32.1 g, 196.0 mmol), PyAOP (102 g, 196 mmol), DMAP (1.41 g, 11.0 mmol) and DIPEA (44.1 g, 0.341 mol). The resulting solution was stirred for 3h at 60C in an oil bath. The reaction was then quenched by the addition of 2000 mL of water/ice. The resulting solution was extracted with 3×2000 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 1×1000 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column eluting with ethyl acetate/petroleum ether (80%). The collected fractions were combined and concentrated under vacuum. The solid was stirred with 150 mL of H20 at rt, and the solid were collected by filtration. Dried in air. This resulted in 60.1 g (91%) of N-(5-(5-bromo-2-(difluoromethoxy)phenyl)-l-((2-(trimethylsilyl)ethoxy)methyl)-lH- pyrazol-4-yl)pyrazolo[l,5-a]pyrimidine-3-carboxamide as a light yellow solid. LCMS (Method G, ESI): [M+H]+= 579.1 & 581.1, RT= 1.10 min. 1H NMR (300 MHz, CDC13): delta (ppm) 9.62 (s, 1H), 8.80 (dd, J = 6.9, 1.7 Hz, 1H), 8.73 (s, 1H), 8.53 (dd, J = 4.2, 1.7 Hz, 1H), 8.38 (s, 1H), 7.79 (d, J = 2.4 Hz, 1H), 7.67 (dd, / = 8.8, 2.5 Hz, 1H), 7.29 (d, / = 1.4 Hz, 1H), 7.00 (dd, / = 6.9, 4.2 Hz, 1H), 6.43 (t, / = 72.6 Hz, 1H), 5.53 – 5.27 (m, 2H), 3.73 – 3.50 (m, 2H), 0.88 (ddd, / = 9.5, 6.4, 4.4 Hz, 2H), 0.00 (s, 9H).

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. 25940-35-6, Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHENG, Yun-Xing; GIBBONS, Paul; KELLAR, Terry; LI, Wei; MENDONCA, Rohan; YUEN, Po-wai; ZAK, Mark Edward; ZHANG, Lei; (212 pag.)WO2017/89390; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5194-32-1, 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. 5194-32-1, name is 2-Methylpyrimidine-5-carboxylic acid, molecular formula is C6H6N2O2, 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 2-methylpyrimidine-5-carboxylic acid (150 mg, 1.23 mml) in ethanol (5 mL) was added sodium borohydride (93 mg, 2.46 mmol). The mixture was stirred at room temperature for 3 h. It was quenched with aqueous HCl (2 N, 2 mL), extracted with DCM, dried over sodium sulfate, filtered and concentrated give the yellow oil product (2-methylpyrimidin-5-yl)methanol (95 mg, 62.6%). LCMS MH+ 125.

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 5194-32-1, 2-Methylpyrimidine-5-carboxylic acid.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; Chenard, Bertrand L.; Gallaschun, Randall J.; Kimball, Spencer David; US2014/275528; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia