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. 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

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

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

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;,
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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

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

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

Application of 19875-04-8, 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. 19875-04-8, name is 2-Methylpyrimidin-4(3H)-one, molecular formula is C5H6N2O, 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.

General procedure: 6-[5-(5-Fluoro-2-oxo-2H-pyridin-l-ylmethyl)-pyridin-3-yl]-l-methyl-3,4-dihydro-lH- quinolin-2-one; To a solution of 6-(5 -chloromethyl-pyridin-3 -yl)- 1 -methyl-3 ,4-dihydro- 1 H-quinolin-2-one (intermediate A-3 [B]) (0.05 g, 0.147 mmol) in DMF (1 mL) was added 5-fluoro-lH-pyridin-2- one (0.019 g, 0.174 mmol) and K2C03 (0.048 g, 0.349 mmol) and the reaction mixture was stirred at room temperature over night. The mixture was evaporated to dryness and the residue purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give 6-[5 -(5 -fluoro-pyridin-2-yloxymethyl)-pyridin-3 -yl] – 1 -methyl-3 ,4-dihydro- 1 H-quinolin-2-one (0.016 g, 25 %), as colorless solid,

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 19875-04-8, 2-Methylpyrimidin-4(3H)-one.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; TAN, Xuefei; WO2014/139981; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, 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 6-Chloropyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. Application In Synthesis of 6-Chloropyrimidine-2,4(1H,3H)-dione

A solution of chlorouracil X (4.5 g, 30 mmol) in a mixture of DMF (90 mL) and DMSO (15 mL) was cooled in an ice-water bath. NaH (60% in oil, 1.32 g, 33 mmol) was added in two portions and the mixture was stirred for 0.5 h in the ice- water bath. LiBr (2.87 g, 33 mmol) was added and the mixture was stirred for 20 min. A solution of XVa (5.5 g, 27.2 mmol) in DMF (15 mL) was added dropwise to the reaction mixture. The mixture was allowed to warm slowly to rt and was stirred overnight. Water (approximately 200 mL) was added to the reaction mixture and the mixture was concentrated under reduced pressure to a volume of approximately 20-30 mL. Cold water (approximately 100 mL) was added to the mixture, the mixture was filtered and the solid was washed with water and ethyl acetate (200 mL). The filtered solid contained the desired product 12 as the major product by TLC (EtO Ac/heptanes, 1 :1). The biphasic filtrate was separated and the organic phase was concentrated under reduced pressure. The residue was combined with the original filtered solid and purified by chromatography on silica gel eluting with heptanes/EtOAc (1 :2 to 2: 1) to yield 3.7 g (48%) of 12 with a purity of 85%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/45476; (2009); 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. 5750-74-3, name is 2,5-Dichloro-4-methoxypyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 5750-74-3

General procedure: Example 8: 6-Chloro-5-(5-chloro^t-(methylamino)pyrimidin-2-ylamino)-2- methylisoindolin-l-one A mixture of 5-amino-6-chloro-2-methylisoindolin-l-one (61 mg, 0.31 mmol), 2,5-dichloro-4-methoxypyrimidine (55 mg, 0.31 mmol) and pTSA (59 mg, 0.31 mmol) in dioxane (4 mL) was heated to 100 C for 18 h. DCM (10 mL) and saturated aqueous NaHC03 (10 mL) were added and the mixture was passed through a hydrophobic frit. The solvent was removed in vacuo and purification of the residue via reversed phase preparative HPLC gave 6-chloro-5-(5-chloro-4-(methylamino)pyrimidin-2-ylamino)-2- methylisoindolin-l-one (26 mg, 25%) as an off-white solid. LCMS (10 cm ESCI Formic MeCN): [M + H]+ = 338 at 2.83 min. ? NMR (400 MHz, d6- DMSO): ? 8.46 (s, IH), 8.29 (s, IH), 8.01 (s, IH), 7.73 (s, IH), 7.41 (q, J 4.6, IH), 4.48 (s, 2H), 3.08 (s, 3H), 2.91 (d, J4.6, 3H).

The synthetic route of 5750-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; CHAMBERS, Mark; CHAN, Bryan K.; ESTRADA, Anthony; SWEENEY, Zachary Kevin; WO2013/79505; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia