Tag: M.W:200-300

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 63234-80-0, name is 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one

General procedure: A creamy white solid of 3-(2-chloroethyl)- 2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a] pyrimidin-4-one (5) (1.0eq) in N,N-dimethylformamide was taken, pottasium carbonate (3.0 eq) was added to the reaction mixture and then the appropriate aliphatic/ aromatic/heterocyclic amines (1.0 eq) were added and the reaction mixture was heated at 80 °C for 8h. The progress of the reaction was monitored by TLC. Upon completion, the solvent was removed by water wash and extracted with ethyl acetate. The organic layer was washed with 10percent ammonium chloride solution and finally water wash was given to organic layer and dried with anhydrous sodium sulphate. The solvent was evaporated to get crude product which was purified by column chromatography over silica gel (60-120mesh) using hexane: ethyl acetate(8:2) as an eluent.

With the rapid development of chemical substances, we look forward to future research findings about 63234-80-0.

Reference:
Article; Krishnamurthy, Byregowda; Vinaya, Kambappa; Rakshith, Devraj; Prasanna, Doddakunche Shivaramu; Rangappa, Kanchugarakoppal Subbegowda; Medicinal Chemistry; vol. 9; 2; (2013); p. 240 – 248;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1189169-37-6, 1-(5-Bromopyrimidin-2-yl)ethanone, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

a) Preparation of Int. 288 The mixture of l-(5-bromo-2-pyrimidinyl)-ethanone (10 g; 50 mmol) and N-(2- aminoethyl)-carbamic acid, 1,1-dimethylethyl ester (8 g; 50 mmol) was stirred in TFE (60 ml). Then NaBH4 (5.675g;150 mmol) was added and the mixture was stirred under r.t. After completion of the reaction, the mixture was filtered and the residue was washed with TFE (2 mL). The solvent was distilled off. The crude product was purified by column chromatography on silica gel (eluent: PE/EtOAc 2/1). The product fractions were collected and the solvent was evaporated to Int. 288 (7 g; 40 %).

The synthetic route of 1189169-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; DIELS, Gaston, Stanislas, Marcella; SCHOENTJES, Bruno; VERSELE, Matthias, Luc, Aime; BERTHELOT, Didier, Jean-Claude; WILLEMS, Marc; VIELLEVOYE, Marcel; SOMMEN, Francois, Maria; WROBLOWSKI, Berthold; MEERPOEL, Lieven; WO2015/150557; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 779353-64-9, 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. 779353-64-9, name is 5,7-Dichloro-3-ethylpyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

Example 21. (S)-N-(4-( (3-ethyl-5-(2-(2-hydroxyethyl)piperidin-l-yl)pyrazolo[l, 5- a]pyrimidin-7-yl)amino)phenyl)acrylamide (MFH-1-187-1) teH-butyl4-(5-chloro-3-ethylpyrazolo[l,5-a]pyrimidin-7-ylamino)phenylcarbamate (MFH- 1-177-1) The mixture of SM-1-49-1 (500 mg, 2.314 mmol), SM-1-187-1 (520 mg, 2.5 mmol), DIPEA (898 mg) and i-PrOH (8 mL) was stirred at 85 C for 6 h. After completion, the solvent was removed and the residue was purified by silica gel chromatography (MeOH/DCM = 0-20%) to obtain MFH-1-177-1 (898 g, yield 100%). LCMS (m/z): 388 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,779353-64-9, 5,7-Dichloro-3-ethylpyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, Paul; (299 pag.)WO2016/160617; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1211443-58-1, 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.1211443-58-1, name is 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid, molecular formula is C12H12ClN3O2, molecular weight is 265.7, as common compound, the synthetic route is as follows.

Compound VII (719.1 g, 2.70 mol, 1.0 e.q.) was added to 6 L DMF in a 10 L four-necked flask.At 0 C, DIPEA (1399.2 g, 10.83 mol, 4.0 e.q.) was added at -20 C.HATU (2566.6g, 6.75mol, 2.5e.q.) was added in batches, and the reaction was stirred for 0.5 h.At 5 C, dimethylamine methanol solution (2.5 M) 1.62 L was added dropwise, and the reaction was stirred for 1 h.LC-MS showed the reaction was completed.The reaction solution was poured into 12 L of ice water, stirred, and extracted with ethyl acetate.Wash with saturated aqueous sodium carbonate solution, wash with water, wash with dilute hydrochloric acid, and dry.The solvent was distilled off under reduced pressure, petroleum ether was filtered to obtain compound VIII as a yellow solid 617.4g,The yield was 78.1%.

Statistics shows that 1211443-58-1 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid.

Reference:
Patent; Nanjing Yaoshi Technology Co., Ltd.; Yang Guangming; Wu Shuai; Liu Cunlu; Zhu Jingwei; Yang Minmin; Wu Xihan; (17 pag.)CN110016024; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 257280-25-4, 5-Bromo-2-phenoxypyrimidine, 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: 257280-25-4, blongs to pyrimidines compound. Recommanded Product: 257280-25-4

2-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrimidine (intermediate AV) A mixture of 5-bromo-2-phenoxy-pyrimidine (intermediate AU) (3.00 g, 0.0119 mol), diboron pinacol ester (3.64 g, 0.0143 mol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (1:1) (0.29 g, 0.00036 mol) and potassium acetate (3.52 g, 0.0358 mol) in N,N-dimethylformamide (70 ml) was heated at 80 C. under a nitrogen atmosphere overnight. The mixture was allowed to cool to ambient temperature and then most of the solvent was removed under reduced pressure. Dichloromethane (70 ml) was added to the residue and the resulting solids were removed by filtration through a pad of celite. The filtrate was concentrated to leave dark oil. The residue was dissolved in dichloromethane (5 mL) and added to heptane (75 mL). The mixture was filtered, and the precipitate was slurried in heptane (75 mL) for 17 hours. After filtration and drying and dried in vacuo 2-phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrimidine was obtained as a grey solid (2.95 g, 0.00989 mol): 1H NMR (DMSO-d6, 400 MHz) 8.75 (s, 2H), 7.45 (t, 2H), 7.27 (t, 1H), 7.20 (d, 2H), 1.31 (s, 12H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,257280-25-4, 5-Bromo-2-phenoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Abbott Laboratories; US6921763; (2005); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate. A new synthetic method of this compound is introduced below., Recommanded Product: 1224944-77-7

To a solution of (tf)-2-(l-aminoethyl)-4-fluorophenol (2) (85 g, 443.56 mmol, 1.00 eq.) and ethyl 5-chloropyrazolo[l,5-a]pyrimidine-3-carboxylate (la) (100.08 g, 443.56 mmol, 1.00 eq.) in n-BuOH (2 L) was added DIEA (343.96 g, 2.66 mol, 6.00 eq.). The mixture was stirred at 120 C for 2 hrs. TLC (PE:EtOAc=l : l) showed the reaction was completed. The reaction mixture was diluted with H20 (500 mL) at 16 C, and extracted with EtOAc (500 mLx3). The combined organic layers were washed with brine (500 mL), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate=10/l to 1 :3) to give ethyl (K)-5-((l-(5- fluoro-2-hydroxyphenyl)ethyl)amino)pyrazolo[l,5-a]pyrimidine-3-carboxylate (3) (122 g, 349.34 mmol, 78.76% yield, ee>99% purity) as a white solid. 1HNMR (CDC13 , 400MHz) delta 9.28 (br. s., IH), 8.26 (s, IH), 8.14 (d, 7=7.5 Hz, IH), 6.95 – 6.89 (m, 2H), 6.87 – 6.80 (m, IH), 6.18 (d, 7=7.5 Hz, IH), 5.98 (d, 7=8.3 Hz, IH), 5.71 – 5.54 (m, IH), 4.50 – 4.35 (m, 2H), 1.60 (d, 7=6.8 Hz, 3H), 1.42 (t, J=7.2 Hz, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1224944-77-7, Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; TP THERAPEUTICS, INC.; CUI, Jingrong Jean; LI, Yishan; ROGERS, Evan W.; ZHAI, Dayong; DENG, Wei; HUANG, Zhongdong; (120 pag.)WO2017/15367; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10397-13-4, 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.10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, molecular weight is 234.08, as common compound, the synthetic route is as follows.

(4S,5R)-4-Methyl-5-thiazol-2-yl-oxazolidin-2-one (4.70 g, 20.1 mmol) was dissolved in 70 mL of DMF and cooled to 0 C. NaH (964 mg, 60% in oil, 24.1 mmol) was added under argon, and the reaction mixture was stirred for 30 minutes at 0 C. 4-(4,6-dichloropyrimidin-2-yl)morpholine (3.70 g, 20.1 mmol) dissolved in 30 mL of DMF was added, and the reaction mixture was stirred for 3 hours at 0 C., followed by stirring at RT for 2 hours. The reaction was then quenched by addition of aqueous NH4Cl, followed by dilution with EtOAc; the organic solvents were separated, washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography (80 g SiO2) using EtOAc in hexane from 0% to 100% in order to give the title compound (3.64 g, 48%). LC-MS: [M+H] 382.2, 384.1; Rt 1.10 min; (LCMS method 1). 1H NMR (400 MHz, CHCl3-d): 7.77 (d, 1H), 7.38-7.33 (m, 2H), 5.39 (d, 1H), 5.07-4.98 (m, 1H), 3.75-3.55 (m, 8H), 1.64 (d, 3H).

Statistics shows that 10397-13-4 is playing an increasingly important role. we look forward to future research findings about 4-(4,6-Dichloropyrimidin-2-yl)morpholine.

Reference:
Patent; NOVARTIS AG; Fairhurst, Robin Alec; Furet, Pascal; Kalthoff, Frank Stephan; Lerchner, Andreas; Rueeger, Heinrich; US2014/135330; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 63558-65-6, name is 4-Chloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H2ClIN2

Step 1: (l-BenzyI-lH-pyrazol-3-yl)(4-chloropyrimidin-5-yl)methanol 4-Chloro-5-iodopyrimidine (300 mg, 1.25 mmol) was weighed into a 100 mL 2 necked RBF and the flask was purged with argon. This starting material was dissolved in THF (10 mL) and the solution was cooled to -78 C. To the solution was added n-Butyllithium (2.50 M in hexane; 1.0 mL, 2.5 mmol) at -78 C and then the mixture was stirred for 30 min. To this mixture was added dropwise a solution of 1 -benzyl- lH-pyrazole-3-carbaldehyde (211 mg, 1.1 mmol) in THF (4 mL), and the resulting mixture was stirred for 30 min. The reaction was quenched by addition of saturated NH4CI (50 mL) and extracted with EtOAc (50 mLx4). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The residue was purified on silica gel to provide (1-benzyl- lH-pyrazol-3-yl)(4-chloropyrimidin-5-yl)methanol (304 mg, 85%) as a light yellow oil. LCMS (FA): m/z = 301.4 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 63558-65-6.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 10397-13-4, 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 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. This compound has unique chemical properties. The synthetic route is as follows.

0388] To a slurry of 2-mophiholino-4,6-dichloropyrimidine (prepared as inMethod 22, 2.0 g, 8.54 mmol) in NMP (14 mL), triethylamine (1.43 mL, 10.25 mmol) was added. The heterogeneous mixture was stirred for 15 minutes, then treated with morpholine (0.75 mL, 8.54 mmol). Upon refluxing at 85 0C under argon for 2 hours, the solution was cooled, then added to EtOAc (160 mL). The organic solution was washed with 25 mL of NaHCO3(sat.) (2 x), water (2 x) and brine, dried over Na2SO4, filtered and concentrated. The crude material was dissolved in 200 mL EtOAc and filtered through a SiO2 pad, further eluting with EtOAc, yielding 2.2 g (93%) of 2,4-dimorpholino-6- chloropyrimidine as an off-white solid. LCMS (m/z): 285.0 (MH+), 1H NMR (CDCl3): delta 5.86 (s, IH), 3.71-3.76(m, 12H), 3.52-3.56(m, 4H).

According to the analysis of related databases, 10397-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1224944-77-7, 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.1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C9H8ClN3O2, molecular weight is 225.63, as common compound, the synthetic route is as follows.

Nitrogen was bubbled through a solution of ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (5.40 g, 23.94 mmol) in dioxane/EtOH H2O (130 mL, 20:3:3). 2-(trifluoromethyl)phenylboronic acid (6.80 g, 35.90 mmol), Pd(PPh3)4 (2.80 g, 2.39 mmol), and Cs2CO3 (15.60 g, 47.88 mmol) were added and the reaction mixture was heated at reflux for 2 h. The mixture was cooled to room temp, poured into EtOAc (300 mL) washed with brine, dried (MgSO4), and concentrated. The crude residue was purified by MPLC eluting with pentane/EtOAc (0-100%) to give ethyl 5-(2-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate (6.30 g, 78 % yield). MS (ESI) calcd for C16H12F3N3O2 (m/z): 335.09; found: 336 [M+H]

Statistics shows that 1224944-77-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia