Tag: M.W:100-200

Application of 22536-65-8, 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.22536-65-8, name is 2-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.

2-chloro-5-methoxypyrimidine (0.150 g, 1.038 mmol) was added to a 50 mL round bottom flask.Norfloxacin(0.331g, 1.038mmol)And potassium carbonate (0 · 172g, 1 · 246mmol), then add 10mL acetonitrile,Reflow at 80 ° Ctwenty fourhour.After the reaction,The reaction mixture was concentrated under reduced pressure to give a crude material.Then use the eluent (methanol / dichloromethane,1/10, V/V)Purified by silica gel column chromatography,0.215 g of compound 1-4 were obtained,It is a yellow solid. Yield: 50.3percent

Statistics shows that 22536-65-8 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; Southwest University; Zhou Chenghe; Li Di; Chen Jinping; Ba Tini·nasaiya; An Sali·muhanmode·fuade; (19 pag.)CN109942546; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1780-27-4, 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.1780-27-4, name is 4,5,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.

0.56 g of sodium hydride (60% oil suspention) was suspended in 18 ML of tetrahydrofuran. 2 ml of tetrahydrofuran solution of 0.8 g of 2-BUTYN-1-OL was added dropwise at room temperature therein slowly, and the mixture was stirred for 20 minutes. Into the mixture was added dropwise 5 ml of tetrahydrofuran solution of 3 g of 4,5, 6-TRICHLOROPYRIMIDINE at 0C slowly, and stirred for 2 hours. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with ethyl acetate three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.23 g of 4, 5-DICHLORO-6- (2-BUTYNYLOXY) pyrimidine. LH-NMR : 1.88 (t, 3H), 5.08 (q, 2H), 8.48 (s, 1H)

Statistics shows that 1780-27-4 is playing an increasingly important role. we look forward to future research findings about 4,5,6-Trichloropyrimidine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2004/99160; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-98-7 ,Some common heterocyclic compound, 4316-98-7, molecular formula is C4H5ClN4, 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 4-(1-(2,2-difluoroethyl)piperidin-4-yl)benzoic acid (837 mg), 6- chloro-4,5-diaminopyrimidine (494 mg) in POCI3 (10 ml.) was heated at 120 C for 16 hrs. After it was cooled to room temperature, the residue was washed several times with ether. Then the residue was dissolved in small amount of MeOH, purified by silica gel column using 5-25% of MeOH in CH2CI2 as eluent to give 6-chloro-8-(4-(1-(2,2- difluoroethyl)piperidin-4-yl)phenyl)-9H-purine. LCMS-ESI+ (m/z): [M+H]+ calcd for C 8H1 8 CIF2N5: 378.1 ; found: 378.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4316-98-7, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; DU, Zhimin; GUERRERO, Juan, Arnaldo; KAPLAN, Joshua, Aaron; KNOX, JR., John Edward; NADUTHAMBI, Devan; PHILLIPS, Barton, W.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William, J.; ZABLOCKI, Jeff; WO2015/187684; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 22536-65-8, Adding some certain compound to certain chemical reactions, such as: 22536-65-8, name is 2-Chloro-5-methoxypyrimidine,molecular formula is C5H5ClN2O, 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 22536-65-8.

A MW reaction vessel was charged with 2-chloro-5- methoxypyrimidine (0.817 g, 5.65 mmol) and 25% NH3(aq). The vessel was capped and heated to 150 0C for 3h. The mixture was evaporated to dryness. The resulting material was dissolved in CH2Cl2MeOH (1 : 1) and adsorbed onto silica. Purification by flash CC (eluent: 50-100 % EtOAc in heptane) gave the title compound as colorless crystals (386 mg, 55%). 1H NMR (400 MHz, dmso-d6) delta 8.02 (s, IH), 6.06 (br s, IH), 3.71 (s, 3H).

According to the analysis of related databases, 22536-65-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; WO2008/141239; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 7355-55-7, 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 7355-55-7, name is 2-Amino-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one. This compound has unique chemical properties. The synthetic route is as follows.

2-Amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one (1.5 g, 0.01 mol) at room temperatureIodine (5.1 g, 0.02 mol) was dissolved in ethanol/water (2:1, 100 mL) and heated to reflux for 2 h.The precipitate was cooled and precipitated, and the precipitate was filtered, washed with 1N sodium thiosulfate solution (2×30 mL) and water (2×50 mL).After drying, 2-amino-6-iodo-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one was obtained.

According to the analysis of related databases, 7355-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hebei Medical University; Wang Lei; Liu Yi; Zhang Congying; Gao Tianfeng; Zheng Qianqian; (37 pag.)CN110078735; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]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, Application In Synthesis of 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine

N-Iodosuccinimide (0.581 g, 2.58 mmol) was added to 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (0.265 g, 2.15 mmol) in acetonitrile (5 mL) at r.t. under nitrogen. The resulting solution was stirred at r.t. for 1 h before water (20 mL) was added. Stirring was continued for 1.5 h, and then the reaction mixture was extracted with MTBE (3×20 mL). The combined organic layers were washed sequentially with 2 M aqueous NaOH (20 mL), Na2S2O3 solution (20 mL, 10% w/v), and saturated aqueous sodium chloride (20 mL) before being dried over MgSO4, filtered, and concentrated under reduced pressure. The resulting crude product was purified by flash silica chromatography, elution gradient 0 to 100% EtOAc in heptane. Pure fractions were evaporated to dryness to afford 3-iodo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (0.155 g, 28.9%) as a white crystalline solid. 1H NMR (400 MHz, CDCl3, 30 C.) 2.16 (2H, q), 3.32-3.44 (2H, m), 3.98 (1H, s), 4.12 (2H, t), 7.24 (1H, s). m/z: ES+[M+H]+ 250.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; Barlaam, Bernard; De Savi, Christopher; Hawkins, Janet; Hird, Alexander; Lamb, Michelle; Pike, Kurt; Vasbinder, Melissa; (134 pag.)US2016/376287; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1233026-31-7, 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 1233026-31-7 as follows.

Step 2: Potassium carbonate (0.89 g, 6.45 mmol) was added at room temperature to an oven-dried, nitrogen cooled flask containing a suspension of ethylene glycol (1.3 mL, 23.4 mmol) in DMF (29 mL) and the mixture was then stirred for 15 minutes. 2-Chloro-4- (methylsulfonyl)pyrimidine (1.13 g, 5.86 mmol) was then added. The solution was stirred for 1.5 h at room temperature, then diluted with EtOAc (30 mL) and washed with 1 : 1 watenbrine (3 x 50 mL). The organic extracts were dried over sodium sulfate, filtered, concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (0 to 100% EtOAc/hexanes) to afford 2-[(2-chloropyrimidin-4-yl)oxy]ethanol as a pale yellow solid. MS ESI calcd. for C6H8C1 202 [M + H]+ 175, found 175.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1233026-31-7, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; MACHACEK, Michele, R.; ALTMAN, Michael, D.; ROMEO, Eric, T.; VITHARANA, Dilrukshi; CASH, Brandon; SIU, Tony; ZHOU, Hua; CHRISTOPHER, Matthew; KATTAR, Solomon, D.; HAIDLE, Andrew, M.; CHILDERS, Kaleen Konrad; MADDESS, Matthew, L.; REUTERSHAN, Michael, H.; DUCHARME, Yves; GUERIN, David. J.; SPENCER, Kerrie; BEAULIEU, Christian; TRUONG, Vouy Linh; GUAY, Daniel; NORTHRUP, Alan, B.; TAOKA, Brandon, M.; LIM, Jongwon; FISCHER, Christian; BUTCHER, John, W.; OTTE, Ryan, D.; SUN, Binyuan; WO2013/192125; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 75833-38-4, 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 75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-chloropyrirnidine-4-carbonitrile (900 mg, 6.45 mmol) in dioxane (8 mL)/water (2 mL) was added K2C03 (2.20 g, 16.12 mmol), Pd(dppf)Cl2 (1.0 g, 1.29 mmol) and 4,4,5, 5-tetramethyl-2-vinyl-l,3,2-dioxaborolane (1.5 g, 9.67 mmol). The resulting mixture was stirred at 90 C overnight. After cooling to RT, the mixture was diluted with water (10 mL) and extracted with EtOAc (30 mL x 3). The combined organic layers were washed with brine, dried over Na2SC>4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography column (9% EtOAc in petroleum ether) to give the title compound as a solid. LRMS m/z (Mu+Eta) 132.1 found, 132.1 required.

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 75833-38-4, 2-Chloropyrimidine-4-carbonitrile.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (85 pag.)WO2016/100156; (2016); 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. 425394-89-4, name is 4,6-Dichloropyrimidin-5-ol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C4H2Cl2N2O

(1) 5-(Benzyloxy)-4,6-dichloropyrimidine, INT 45 To a solution of INT 37 (content 90%, 6.50 g, 35.50 mmol) in DMF (120 mL) was added benzyl bromide (8.42 mL, 70.90 mmol) followed by potassium carbonate (14.70 g, 106.36 mmol). The reaction mixture was stirred at 60 C. for 1 hr. The mixture was concentrated. The residue was partitioned between EtOAc and water. The organic layer was washed with water and brine, dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography (silica; cyclohexane/EtOAc gradient, 0-10%) to afford INT 45 as a colorless oil. UPLC-MS: MS (ESI): [M+H]+ 255.1, rt=1.15 min. 1H NMR (DMSO-d6): delta (ppm) 8.72 (s, 1H), 7.57-7.50 (m, 2H), 7.48-7.37 (m, 3H), 5.19 (s, 2H).

The synthetic route of 425394-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; ANGST, Daniela; GESSIER, Francois; VULPETTI, Anna; US2015/152068; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 304693-66-1, 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.304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde, molecular formula is C6H3F3N2O, molecular weight is 176.096, as common compound, the synthetic route is as follows.

To a magnetically stirred solution of methyl Grignard (19.9 mL of a 3 M solution in ether (Et2O), 59.7 mmol) in Et2O (167 mL) was added a solution of 2-trifluoromethylpyrimidine-5-carbaldehyde (9.56 g, 54.3 mmol) in Et2O (50 mL) at 0 C., and the resulting pale yellow solution was warmed to room temperature (RT) and stirred for 2.5 h. The reaction was quenched by the addition of saturated aqueous ammonium chloride (NH4Cl) (50 mL) at 0 C., and the mixture was warmed to RT. The phases were separated and the organic phase was dried over Na2SO4, filtered, and concentrated to give a light yellow oil (9.32 g crude). The oil was purified by flash chromatography (330 g SiO2, 0>100% EtOAc/hexanes gradient) to give 1-(2-trifluoromethylpyrimidin-5-yl)ethanol (E) (8.87 g, 85%) as a light yellow solid: mp 43-45 C.; 1H NMR (300 MHz, CDCl3) ? 8.92 (s, 2H), 5.15-5.07 (m, 1H), 2.26 (d, J=4.0 Hz, 1H), 1.62 (d, J=6.5 Hz, 3H); MS (EI) m/z 192 (M)+.

Statistics shows that 304693-66-1 is playing an increasingly important role. we look forward to future research findings about 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde.

Reference:
Patent; DOW AGROSCIENCES LLC; US2010/56534; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia