Day: August 3, 2021

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

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

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

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

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

Reference of 56734-10-2, 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. 56734-10-2, name is 2-(Methylthio)-4-phenylpyrimidine, molecular formula is C11H10N2S, 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 68 2-Methylsulfonyl-4-phenylpyrimidine A solution of 2.02 g. of 2-methylthio-4-phenylpyrimidine in 50 ml. of methylene chloride is cooled in an ice bath with 4.33 g. of m-chloroperbenzoic acid being added portionwise. After standing at room temperature overnight, the reaction mixture is washed with a saturated potassium carbonate solution, separated, and dried over anhydrous sodium sulfate. The solution is passed through a short pad of hydrous magnesium silicate absorbent and the eluent is refluxed on a steam bath with addition of hexane until crystallization is induced. On cooling the desired compound is removed by filtration, m.p. 135.5-137 C. Rec. Trav. Chim. 93, 375 (1974), m.p. 135-135.5 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 56734-10-2, 2-(Methylthio)-4-phenylpyrimidine.

Reference:
Patent; American Cyanamid Company; US4209621; (1980); A;,
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

Synthetic Route of 7627-44-3 ,Some common heterocyclic compound, 7627-44-3, molecular formula is C5H3Cl2IN2, 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.

[0230] A mixture of 2,4-dichloro-5-(iodomethyl)pyrimidine (1.50 g, 5.19 mmol), 2,6- difluoro-3,5-dimethoxyaniline (1.08 g, 5.71 mmol) in N,N-diisopropylethylamine (4 mL) was stirred at 80 °C for 2 hours. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified on silica gel (eluting with 0- 40percent EtOAc in DCM) to give 1.70 g of the desired product. LCMS calculated for C13H12C12F2N302 [M+Hj m/z: 350.0; Found: 350.0.

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. 7627-44-3, 2,4-Dichloro-5-(iodomethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCYTE CORPORATION; LU, Liang; WU, Liangxing; SHEN, Bo; YAO, Wenqing; (114 pag.)WO2016/134294; (2016); 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

Electric Literature of 56844-12-3 ,Some common heterocyclic compound, 56844-12-3, molecular formula is C6H2BrClN2S, 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.

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (12.03 mmol) and 1-butanol (3.5 mL) and agitated at 145 C for 18-24 h. Then the mixture was cooled to rt, diluted with water (50 mL) and diethyl ether (150 mL) or EtOAc (150 mL). After phase separation, the water phase was extracted with more diethyl ether (2 × 50 mL) or EtOAc (2 × 50 mL). The combined organic phases were washed with saturated aq NaCl solution (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo, before the crude oil was dried under reduced pressure to constant weight to remove excess benzylamine. The compounds were purified by silica-gel column chromatography or crystallized as specified for each individual compound

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56844-12-3, its application will become more common.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Larsen, Synne; Nonstad, Unni; Bj°rk°y, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 354 – 374;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia