Day: September 27, 2021

Application of 33034-67-2, 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 33034-67-2 as follows.

Step 11: A mixture of (R)-methyl l-isopropyl-7-(methylsulfonyl)-l,2,3,4- tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine-8-carboxylate (0.9 g, 2.56 mmol), 2-chloro-4- (trifluoromethyl)pyrimidine (1.0 g, 5.1 mmol, 2 eq.) and DIEA (1.0 g, 7.7 mmol, 3 eq.) in i- PrOH (6 mL) was stirred in a microvave oven at 150 °C for 2 h. TLC showed the starting material was consumed completely (PE : EtOAc = 3 : 1). The solvent was removed in vacuo at 40 °C, and the residue was purified by column chromatography on silica gel eluting with PE / EtOAc = 6 / 1 to give (R)-methyl l-isopropyl-7-(methylsulfonyl)-2-(4- (trifluoromethyl)pyrimidin-2-yl)-l,2,3,4-tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine-8- carboxylate (1.0 g, 78percent yield) as a white solid.LC-MS m/z 498.1 [M+H]+. 1H NMR (CDC13 300MHz): delta 8.52 (d, 7 = 4.8 Hz, 1H), 8.13 (s, 1H), 8.06 (s, 1H), 6.83 (d, 7 = 4.8 Hz, 1H), 6.06 (d, 7 = 7.8 Etazeta,IotaEta), 5.39-5.28 (m, 1H), 4.33-4.24 (m, 1H), 4.20-4.12 (m, 1H), 3.93 (s, 3H), 3.77-3.65 (m, 1H), 3.39 (s, 3H), 2.52-2.38 (m, 1H), 1.25 (d, 7 = 6.9 Hz, 3H), 1.02 (d, 7 = 6.6 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33034-67-2, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138565; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 63931-21-5, 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.63931-21-5, name is 5-Bromo-2,4,6-trichloropyrimidine, molecular formula is C4BrCl3N2, molecular weight is 262.3192, as common compound, the synthetic route is as follows.

5-Bromo-2,4,6-trichloropyrimidine (1.28 g, 4.88 mmol) and 3,3-difluorocyclobutan- amine hydrochloride (715 mg, 4.98 mmol) were suspended in acetonitrile (6 mL) and N,N- diisopropylethylamine (1.55 g, 2.1 mL, 12 mmol) was added at room temperature. The resulting yellow solution was stirred for 7 h at room temperature. After that, the reaction mixture was concentrated in vacuo and the residue was purified by column chromatography (silica gel, 80 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 10:90) to yield, after drying in vacuo (40C, 5 mbar), the title compound as a pale yellow oil (1.188 g, 73%). HPLC (method (0254) LCMS_fastgradient) tR = 1.31 min. 1H NMR (CDC13, 300 MHz): delta 2.48-2.67 (m, 2 H), 3.08-3.25 (m, 2 H), 4.39-4.53 (m, 1 H), 5.78-5.90 (m, 1 H). MS (ES+) m/z 330.0, 332.0, 334.0 [M+H, Br & 2 CI isotopes] .

Statistics shows that 63931-21-5 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,4,6-trichloropyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; STEINER, Sandra; (89 pag.)WO2018/11164; (2018); 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. 3921-01-5, name is 2,4-Dibromopyrimidine, molecular formula is C4H2Br2N2, 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. Quality Control of 2,4-Dibromopyrimidine

2,4-dibromopyrimidine (438.4mg, 1.84mmol) and potassium carbonate (1.27g, 9.21mmol) in tetrahydrofuran (10mL) were added together and stirred at room temperature for 5min. Morpholine (174.8muL, 2.03mmol) was then added dropwise and the solution continued to stir at room temperature for 5h. The reaction mixture was filtered and the filtrate was collected and then concentrated under reduced pressure. The products were purified by silica column chromatography in hexanes and ethyl acetate to afford 28a and 28b in 19% and 66% yields, respectively. (0070) 4-(4-bromopyrimidin-2-yl)morpholine (28a). (White solid, Yield: 19%). 1H NMR (500MHz, CDCl3) delta ppm 3.74-3.77 (m, 4H) 3.79-3.83 (m, 4H) 6.70 (d, J=4.88Hz, 1H) 8.05 (d, J=4.88Hz, 1H). LCMS found 246.0, [M+H]+. (0071) 4-(2-bromopyrimidin-4-yl)morpholine (28b). (White solid, Yield: 66%) 1H NMR (500MHz, CDCl3) delta ppm 3.66 (br. s., 4H) 3.76-3.83 (m, 4H) 6.43 (d, J=6.35Hz, 1H) 8.02 (d, J=6.35Hz, 1H). LCMS found 246.0, [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 3921-01-5.

Reference:
Article; Woodring, Jennifer L.; Bachovchin, Kelly A.; Brady, Kimberly G.; Gallerstein, Mitchell F.; Erath, Jessey; Tanghe, Scott; Leed, Susan E.; Rodriguez, Ana; Mensa-Wilmot, Kojo; Sciotti, Richard J.; Pollastri, Michael P.; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 446 – 459;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 287714-35-6, Methyl 2-chloropyrimidine-5-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, Recommanded Product: 287714-35-6, blongs to pyrimidines compound. Recommanded Product: 287714-35-6

A solution of methyl 2-chloropyrimidine-5-carboxylate (300 mg, 1.74 mmol) in DCM (4.70 mL) was added to a stirred solution of 2-(methoxymethyl)piperazine (226 mg, 1.74 mmol) and N-ethyl-N-propan-2-ylpropan-2-amine (0.752 mL, 4.35 mmol) in DCM (4.00 mL) at 25 C. under nitrogen. The resulting solution was stirred at room temperature for 6 h. The reaction mixture was concentrated and diluted with MeOH. The resulting mixture was filtered. The filtrate was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 7M NH3/MeOH and fractions were evaporated to dryness to afford methyl 2-(3-(methoxymethyl)piperazin-1-yl)pyrimidine-5-carboxylate (346 mg, 75%) as a yellow solid. This was used directly with no further purification. 1H NMR (399.9 MHz, CDCl3) delta 2.72-2.79 (2H, m), 2.84-2.90 (1H, m), 2.99-3.07 (2H, m), 3.25-3.30 (1H, m), 3.31 (3H, s), 3.38-3.42 (1H, m), 3.80 (3H, s), 4.61-4.68 (2H, m), 8.76 (2H, s). MS: m/z 267 (MH+)

The synthetic route of 287714-35-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3934-20-1, 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 3934-20-1, name is 2,4-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation of 1-(2-chloropyrimidin-4-yl)-3-methyl-1H-pyrazole-4-carbaldehyde; Intermediate 1 To a solution of ethyl 3-methyl-1H-pyrazole-4-carbaldehyde (6.4 g, 58.0 mmol) in 60 mL of anhydrous N,N-dimethylformamide were added potassium carbonate (10.8 g, 77.8 mmol) and 2,4-dichloropyrimidine (8.64 g, 58.0 mmol) at room temperature. The resulting suspension was stirred for 14 hours at room temperature with monitoring a reaction with LC-MS or thin layer chromatography (TLC). The reaction mixture was diluted with ethyl acetate and washed with brine (*2). The collected organic layer was dried over anhydrous sodium sulfate and then concentrated in vacuo. The resulting residue was purified by silica gel chromatography using a mixture of heptanes and ethyl acetate to afford the desired intermediate 1 as a white solid (5.47 g, 42%); MS (ESI) m/z 223 [M+H]+, 1H NMR (300 MHz, CDCl3) delta 10.06 (s, 1H), 9.04 (s, 1H), 8.70 (d, 1H, J=5.4 Hz), 7.87 (1H, d, J=5.4 Hz), 2.59 (s, 3H).

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 3934-20-1, 2,4-Dichloropyrimidine.

Reference:
Patent; Lee, Jaekyoo; Choi, Jang-Sik; Hwang, Hae-Jun; Song, Ho-Juhn; Kim, Jung-Ho; Kim, Se-Won; Koh, Jong Sung; Lee, Jaesang; Lee, Tae-Im; Choi, Yung-Geun; Park, Sung-Ho; Lee, In Yong; Suh, Byung-Chul; Salgaonkar, Paresh Devidas; Jung, Dong-Sik; US2015/111883; (2015); 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. 115093-90-8, name is 4,5-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3Cl2N3, 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. Safety of 4,5-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

General procedure: To a solution of 3a-3c (3.2mmol) and N, N-diisopropylethylamine (DIEA) (4.8mmol) in DMF (3mL) was added N-Boc-piperazine (3.6mmol), the resulting mixture was heated at 110C for 16h. The reaction mixture was poured into ice water (30mL) and extracted with ethyl acetate (3×30mL), the combined organic layers were washed with brine (2×30mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by silica gel chromatography with petroleum ether/ethylacetate (1: 3) to obtain 4a-4c.

With the rapid development of chemical substances, we look forward to future research findings about 115093-90-8.

Reference:
Article; Liu, Yang; Yin, Yanzhen; Zhang, Zhen; Li, Carrie J.; Zhang, Hui; Zhang, Daoguang; Jiang, Changying; Nomie, Krystle; Zhang, Liang; Wang, Michael L.; Zhao, Guisen; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 543 – 551;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4316-97-6, 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 4316-97-6 as follows.

Example 3; l-(4-(methylsulfonyl) phenyl)ethanone O-6-(4-(3-isopropyl-l,2,4-oxadiazol-5- yl)piperidin- 1 -yl)-5-methylpyrimidin-4-yl oxime; Step I: 5-(l-(6-chloro-5-methylpyrimidin-4-yl) piperidin-4-yl)-3-isopropyl- 1,2,4- oxadiazole.; A solution of 4-(3-isopropyl-l,2,4-oxadiazol-5-yl)piperidine hydrochloride (2.0 gm, 0.008369 moles) and diisopropylethylamine (2.78 gm, 0.0215 moles) in dichloromethane (30 ml) was added to an ice- cooled solution of 4,6-dichloro-5- methylpyrimidine (2.1 gm, 0.001295 moles) in dichloromethane (10 ml) and the reaction was stirred at 27 0C for 2 h. The reaction mixiure was diluted with dichloromethane and washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The crude was purified by flash column chromatography (silica gel, 15% ethyl acetate in hexane) to afford the title compound as a white solid (43% yield).IHNMR (CDCl3, 400 MHZ) : 1.34 (6H, d, J=7.2 Hz), 1.99-2.08 (2H, m), 2.20 ( 2H, dd, J=13.2 &; 2.8 Hz), 2.25 (3H, s), 3.05-3.22 (4H, m), 4.34-4.37 (2H, m), 8.40 (IH, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4316-97-6, its application will become more common.

Reference:
Patent; CADILA HEALTHCARE LIMITED; PINGALI, Harikishore; JAIN, Mukul, R.; ZAWARE, Pandurang; WO2010/84512; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 85979-59-5, 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.85979-59-5, name is 2-Chloro-4-(4-fluoro-phenyl)-pyrimidine, molecular formula is C10H6ClFN2, molecular weight is 208.62, as common compound, the synthetic route is as follows.

General procedure: To a stirred mixture of appropriate alcohol (1.0 mmol) and Cs2CO3 (651 mg, 2.0 mmol) in dimethyl sulphoxide (5 ml) was added appropriate heteroaryl halide (1.2 mmol) and mixture was stirred for 12-16 h at 80 C. The reaction mixture was cooled to room temperature and diluted with water (20 ml). The mixture was extracted with ethyl acetate (2 x 50 ml) and the combined organic extracts were washed with water (2 x 50 ml) and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure and the residue thus obtained was purified by flash silica gel column chromatography using 30-40 % ethyl acetate and petroleum ether as eluent to yield the heteroaryl ethers.

The chemical industry reduces the impact on the environment during synthesis 85979-59-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Das, Sanjib; Harde, Rajendra L.; Shelke, Dnyaneshwar E.; Khairatkar-Joshi, Neelima; Bajpai, Malini; Sapalya, Ratika S.; Surve, Harshada V.; Gudi, Girish S.; Pattem, Rambabu; Behera, Dayanidhi B.; Jadhav, Satyawan B.; Thomas, Abraham; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2073 – 2078;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5750-76-5, Adding some certain compound to certain chemical reactions, such as: 5750-76-5, name is 2,4,5-Trichloropyrimidine,molecular formula is C4HCl3N2, 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 5750-76-5.

General procedure: Intermediate 10 (1.2 eq), 11 (1.0 eq), n-butanol and DIPEA (1.5 eq)were added to the reaction flask at room temperature. The resultedmixture was stirred at room temperature until the TLC plates showedthe completion of the reactions. Most of the reaction solvent was evaporated.Then, ethyl acetate and water were added to the residue. Theorganic phase was washed with saturated brine and dried over anhydrous sodium sulfate, filtered and then evaporated to dryness.Purification by column chromatography (low, medium and high pressurepreparative chromatography) gave the desired compounds.

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. 5750-76-5, 2,4,5-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chang, Xiayun; Gao, Yong; He, Xiangyi; Lu, Peng; Ren, Jing; Shi, Wei; Wang, Qinglin; Wang, Xiaojin; Xu, Hongjiang; Zhang, Xiquan; Zhang, Yinsheng; Zhao, Damin; Bioorganic and medicinal chemistry; (2019);,
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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine, molecular formula is C4H2ClFN2, 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: 2-Chloro-5-fluoropyrimidine

Example 1134-13-amino-4-(tetrahydro-2H-pyran-4-yloxy)-1H-indazol-6-ylj-2-14-(5-fluoropyrimidin-2-yl)piperazin-1-ylj -N-methylbenzamideA solution of product from Example 112 (238.7 mg, 0.53 mmol), 2-chloro-5- fluoropyrimidine (196.3 mg, 1.481 mmol) and triethylamine (0.15 mL, 1.08 mmol) in dimethyl sulfoxide (1 mL) was heated at 40 C for 20 hours. The reaction mixture was diluted with methanol (1 mL) and purified by preparative HPLC on a Waters Nova-Pak HR C18 6tm 60A Prep-Pak cartridge column (40 mmx 100 mm) using a gradient of 10% to 100% acetonitrile in 10 mM aqueous ammonium acetate over 12 minutes at a flow rate of 70 mL/minute to provide the titled compound (204.3 mg, 71%). ?H NMR (300 MHz, DMSOd 6) ppm 1.73-1.79 (m, 2H), 2.03-2.03 (m, 2H, 2.87(d, J=4.9 Hz, 3H), 3.08-3.10 (m, 4H), 3.54-3.58 (m, 2H), 3.84-3.91 (m, 6H), 4.89-4.94 (m, 1H), 5.00 (s, 2H), 6.65 (s, 1H), 7.01 (s, 1H), 7.39 (d, J=1.5 Hz, 1H), 7.44 (dd, J=7.9, 1.5 Hz, 1H), 7.78 (d, J=7.9 Hz, 1H), 8.05 (s, 2H), 9.00 (q, J=4.6 Hz, 1H), 11.49 (s, 1H); MS (ESI) m/z 547 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 62802-42-0.

Reference:
Patent; ABBVIE INC.; SCANIO, Marc; BUNNELLE, William; KOENIG, John Robert; DRIZIN, Irene; PLIUSHCHEV, Marina; COWART, Marlon; WO2015/112445; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia