Day: September 18, 2021

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. 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine, molecular formula is C10H16N4, 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. Recommanded Product: 91717-22-5

General procedure: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

With the rapid development of chemical substances, we look forward to future research findings about 91717-22-5.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 583878-42-6, 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.583878-42-6, name is Ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate, molecular formula is C9H11ClN2O2S, molecular weight is 246.71, as common compound, the synthetic route is as follows.

[00248] To a solution of ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (65 g) in THF (1000 niL) and triethylamine (110 niL, 0.81 mole) was added ethylamine (2.0 M in THF, 0.81 mole) at 0 0C. This reaction mixture was stirred at room temperature overnight and then solvents were removed on a rotary evaporator. H2O was added and the mixture extracted with ethyl acetate several times. Solvents from the combined organic layers were removed on a rotary evaporator affording 58 g (86% yield) of ethyl 4-(ethylamino)-6- methyl-2-(methylthio)pyrimidine-5-carboxylate. This material was used as such without further purification.

The chemical industry reduces the impact on the environment during synthesis 583878-42-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; EXELIXIS, INC.; WO2008/127678; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1152475-42-7, Adding some certain compound to certain chemical reactions, such as: 1152475-42-7, name is 7-Bromo-2-chlorothieno[3,2-d]pyrimidine,molecular formula is C6H2BrClN2S, 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 1152475-42-7.

Step 6: 3-(2-chlorothieno[3,2-d]pyrimidin-7-yl)benzenamine 7-Bromo-2-chlorothieno[3,2-d]pyrimidine (3.645 g, 14.61 mmol) was dissolved in dioxane (44 mL) and 2.0 N sodium carbonate (22 mL, 43.83 mmol) and 3-aminophenylboronic acid (2 g, 14.61 mmol) were added. After flowing nitrogen to the mixture solution for 10 minutes, Pd2(PPh3)Cl2 (615 mg, 0.88 mmol) and t-ButylXphos (558 mg, mmol) were added. The reaction mixture solution was stirred at 90 C. for 6 hours and filtered with celite. The filtrate was diluted with ethyl acetate and washed with brine. The organic layer was concentrated by drying with magnesium sulfate. Purification by chromatography (20% ethyl acetate/hexane) yielded the target compound (2.8 g, 73% yield). 1H NMR (400 MHz, CDCl3) delta 9.14 (s, 1H), 8.10 (s, 1H), 7.31 (s, 1H), 7.27 (d, J=6.4 Hz, 2H), 6.74 (m, 1H), 3.85 (br, 2H), MS m/z: 262.04, 264.03 [M+1].

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. 1152475-42-7, 7-Bromo-2-chlorothieno[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Korea Institute of Science and Technology; US2012/277424; (2012); A1;,
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. 16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 16019-33-3

To a solution of 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde (2.80 g, 14.66 mmol) and ((1S,4S)-4-aminocyclohexyl)methanol (Step AS.3, 14.66 mmol) in anhydrous EtOH (30 mL) was added DIEA. The reaction was stirred in a sealed vial at 60 C for 20 h.The reaction was diluted with EtOAc (150 mL), washed with water (10 mL), saturated aqueous NaCI (10 mL), dried over Na2S04 and evaporated. The residue was purified by flash chromatography (Si02, EtOAc: hex/0- 100%) to give the title compound as a yellow solid. MS m/z 266.1 (M+H+) (Method M).

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, 16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde.

Reference:
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5767-35-1, 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 5767-35-1 as follows.

Example 11 : Synthesis of (Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-lH-l,2,4-triazol- -yl)-N’-(6-chloropyrimidin-4-yl)acrylohydrazide (1-12).A 25-mL, 3-necked, round-bottomed flask was charged with a solution of (Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-lH-l,2,4-triazol-l-yl)acrylic acid (0.5 g) and 4-chloro-6- hydrazinopyrimidine (0.20 g, 1.0 eq.) in EtOAc (5.0 mL). The mixture was cooled at -40 C and treated with T3P (2.3 mL, 2.5 eq.) and DIPEA (0.98 mL, 4.0 eq.). TLC analysis (using 5% MeOH-CH2Cl2 as eluent) showed that the starting material was consumed after 30 min. The reaction mixture was then diluted with CH2O2, washed with water, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure (25 C, 20 mmHg) to afford crude material that was subjected to preparative TLC purification using 5% MeOH-CH2Cl2 with as the mobile phase. This afforded 250 mg (yield: 36.74%) (Z)-3-(3-(3,5- bis(trifluoromethyl)phenyl)- 1 H- 1 ,2,4-triazol- 1 -yl)-N’-(6-chloropyrimidin-4-yl- )acrylohydrazide. 1H NMR (400 MHz, DMSO-d6), delta= 10.59 (br s, exchangeable, 1H), 9.85 (br s, exchangeable, 1H), 9.52 (s, 1H), 8.50 (s, 2H), 8.38 (s, 1H), 8.27 (s, 1H), 7.52-7.55 (d, 1H, J= 10.4 Hz), 6.69 (s, 1H), 6.05-6.08 (d, 1H, J= 10.4 Hz); LCMS: Calculated forCI7HII C1F6N70 (M+H)+ 478.76; found: 478.09 (RT 2.79 min, purity: 97.51%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5767-35-1, its application will become more common.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SANDANAYAKA, Vincent, P.; SHACHAM, Sharon; MCCAULEY, Dilara; SHECHTER, Sharon; WO2013/19548; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13544-44-0, 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 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2,4-dichloro-5-iodopyrimidine (compound 201) (80.00g, 0.291mol, 1.0eq.) was dissolved in ethanol (800 ml) was added triethylamine (88.18g, 0.873mol, 3.0eq.), and The mixture was then placed in an ice bath with stirring, when the temperature dropped to 0C-5C, dropwise addition of cyclopentylamine (49.50g, 0.582mol, 2.0eq.), addition was complete 30 minutes, and then maintaining the temperature at about 5C with stirring. Monitored by HPLC, 2,4-dichloro-5-iodo-pyrimidine as peak area ratio of less than 1%, the reaction was terminated. The reaction mixture was concentrated after adding ethyl acetate (300mL), water (300mL), extraction and liquid separation. Aqueous phase was extracted with ethyl acetate (200mL×2) and extracted. The combined organic phases, the organic phase was washed with saturated brine (200mL) was extracted, dried over anhydrous sodium sulfate. The organic phase was concentrated in vacuo, the residue was purified by silica gel column chromatography to give compound 2-chloro-N-cyclopentyl-5-iodopyrimidin-4-amine after isolation (87.88g, yield rate: 93.5%).

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 13544-44-0, 2,4-Dichloro-5-iodopyrimidine.

Reference:
Patent; Guangzhou Kaisheng Beite Pharmaceutical Co., Ltd.; Cai, Xiong; Qian, Changgeng; Liu, Bin; Li, Junqi; Lin, Mingsheng; Qing, Yuanhui; Weng, Yunwo; Wang, Yanyan; Xue, Weicai; You, Huajin; Zhou, Shiqing; (67 pag.)CN105622638; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 126728-20-9, Adding some certain compound to certain chemical reactions, such as: 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine,molecular formula is C7H3Cl2N3, 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 126728-20-9.

General procedure: To a argon degassed solution of 2,4-dichloropyrido[2,3-d]pyrimidine 1 (100 mg, 0.5 mmol) in toluene (6 mL) were successively added the desired (het)aryl boronic acid (1.05 equiv), potassium carbonate (1.5 equiv), and Pd(PPh3)4 (29 mg, 0.05 equiv). The reaction mixture was heated at 110 C under vigorous stirring for the desired time. After complete disappearance of 1, water (10 mL) was added. After extraction with CH2Cl2 (3×10 mL), the combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. The crude material was purified by column chromatography to afford compounds of type I.

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. 126728-20-9, 2,4-Dichloropyrido[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Riadi, Yassine; Massip, Stephane; Leger, Jean-Michel; Jarry, Christian; Lazar, Said; Guillaumet, Gerald; Tetrahedron; vol. 68; 25; (2012); p. 5018 – 5024;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, 591-55-9, blongs to pyrimidines compound. Recommanded Product: 591-55-9

A suspension of 5-bromo-2-methylpyrimidine-4-carboxylic acid methyl ester (89.1 mg, 386 muiotaetaomicron,), 5-aminopyrimidine (55.0 mg, 578 muiotaetaomicron) and potassium phosphate tribasic (115 mg, 540 muiotaetaomicron) in toluene (3 mL) was evacuated and flushed with argon. 4,5-Bis(diphenylphosphino)-9,9- dimethylxanthene (Xantphos; 73.6 mg, 127 muiotaetaomicron) and tris(dibenzylideneacetone)-dipalladium(0) chloroform adduct (39.9 mg, 38.6 muiotaetaomicron) were added and the reaction mixture was stirred at 120C for 16 h. The reaction mixture was poured into ethyl acetate (50 mL) and extracted with water. The organic phase was washed brine and the aqueous layers were back-extracted with ethyl acetate. The organic layers were dried and the solvent was removed. The product was obtained after silica gel chromatography using a heptane/ethyl acetate gradient as light yellow solid (55 mg, 58 %).MS: M = 246.2 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,591-55-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLEICHER, Konrad; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; GRUBER, Felix; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RODRIGUEZ SARMIENTO, Rosa Maria; WO2011/154327; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1780-40-1 ,Some common heterocyclic compound, 1780-40-1, molecular formula is C4Cl4N2, 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 2,4,5,6-tetrachloropyrimidine (5 g, 22.9 mmol) in THF (50 mL) was added iN NaOH (31 mL, 31.2 mmol) dropwise, and the mixture was stirred overnight at RT. The solution was acidified with iN HC1 and extracted with DCM (3x). The organics were combined, dried, and concentrated in vacuo. The solids were slurried in Et20 for 30 mm at RT, filtered, washed with Et20, and dried to give 3.0 g (66%) of the title compound. [M+H] Calc?d for C4HC13N2O, 201; Found, 201.

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. 1780-40-1, 2,4,5,6-Tetrachloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; QUANTICEL PHARMACEUTICALS, INC.; CHEN, Young, K.; KANOUNI, Toufike; KALDOR, Stephen, W.; STAFFORD, Jefrey, Alan; VEAL, James, Marvin; WO2015/168466; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 355806-00-7, 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 355806-00-7 as follows.

Example 8- (Preparation in Toluene/H20) A 250ML flask equipped with a mechanical stirrer was charged with toluene (25 mL), 5 g t-Butyl-Rosuvastatin, 25 mL H20, 0.75 g of TBAB (tetrabutylammonium bromide) (15% W/W) and 1. 86 g NAOH pellets. The mixture was stirred at ambient temperature for 2 hours. The phases were separated in an apparatus funnel. Traces of toluene in the aqueous phase were distilled off under reduced pressure at 40C to obtain a thick slurry (36.0 g). To this slurry was added 49.5 g CaCl2 1N dropwise. The solution was stirred at ambient temperature for 1.5 hours, filtered and washed with 10 mL of water to get a powdery compound.; Example 10- (preparation in Toluene/H20, 5EQ NAOH)) A 250ML flask equipped with a mechanical stirrer was charged with toluene (25 mL), 5 g t-Butyl-Rosuvastatin, 25 mL H2O, 0.75 g TBAB (tetrabutylammonium bromide) (15% w/w) and 1.86 g NAOH pellets. The mixture was stirred at ambient temperature for 2 hours. The phases were separated in a separation funnel. Traces of toluene in the aqueous phase were distilled off under reduced pressure at 40C to obtain a slurry (24.0 g). Make-up of water was done (26 mL) at the end of the evaporation to obtain a clear solution. To this solution was added 3.3 g CaCl2 IN L0 ML water dropwise. The solution was stirred at ambient temperature for 2 hours, filtered and washed with LOML of water to get a powdery compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,355806-00-7, its application will become more common.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/23778; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia