Day: March 22, 2022

Electric Literature of 42487-72-9, 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. 42487-72-9, name is 2-(Diethylamino)-6-methylpyrimidin-4-ol. A new synthetic method of this compound is introduced below.

A mixture of ethyl acetoacetate (0.60 g), 1,1-diethylhydrazine hydrochloride (0.54 g) and potassium carbonate (1.15 g)The material was dissolved in ethanol (5 mL), then refluxed for 20 hours, acetic acid was added to the reaction mixture and the solvent was removed,Water was added to the residue, acetic acid was added, the precipitate was filtered off, washed with water and ethyl acetate, dried,Compound (II) is prepared as shown in formula (II); Compound (II) (5.1 mmol) is dissolved in DMF (15 mL)Potassium carbonate (0.2 g, 5.6 mmol) was added and a mixture of 2-chloroacetic acid ethyl ester (5.6 mmol) was added dropwise.After stirring at room temperature overnight, the mixture was poured into water.The precipitate was filtered off and recrystallized from petroleum ether / acetone to synthesize a compound (III) represented by the formula (III)Compound (III) (10 mmol) and 85% hydrazine hydrate (35 mmol) were refluxed for 6 hours, cooled to room temperature, filtered, washed with ethyl acetate and dried to give(2- (diethylamino) -6-methylpyrimidin-4-yl) oxy) acetohydrazide was obtained as shown in formula (IV); to a 1 mL pressure grade vialCompound (IV) (1 mmol) and various substituted aldehydes (1 mmol) were added to EtOH in Corporation, Boston, USA)(4 mL) is a solvent and the mixture is 150 W, 90 C. in a CEM microwave synthesizer (CEM Corporation, Boston, USA).200 psi irradiation for 2 minutes, the compressed air is passed through the microwave cavity for 2 minutes, the mixture is cooled to room temperature, filtered, the crude solidRecrystallization from ethanol gives the target compound represented by formula (I).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42487-72-9, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Liu Xinghai; Shen Zhonghua; Wang Qiao; Sun Zhaohui; Tan Chengxia; Weng Jianquan; (15 pag.)CN106831604; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 20924-05-4 ,Some common heterocyclic compound, 20924-05-4, molecular formula is C7H8N2O4, 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.

EXAMPLE 13. N {2- [5- (4-CHLOROPHENYL)-1, 3, 4-thiadiazole-2-sulfonylamino]-ethyl}-N- [(thymin-1-yl)-acetyl]-glycine ethyl ester [00272] To the solution OF N-F2- [5- (4-CHLOROPHENYL)-1, 3, 4-THIADIAZOLE-2-SULFONYLAMINO]-ETHYL}- glycine ethyl ester (4.05 g, 10 mmol) in 30 ML of DMF, were added 1.68 g (11 mmol) of 1- hydroxybenzotriazole monohydrate, 2.27 g (11 mmol) of dicyclohexylcarbodiimide and 1.84 g (10 mmol) of (thymin-1-yl)-acetic acid. The reaction mixture was stirred for 3 hours at room temperature. The precipitated dicyclohexylurea was filtered off and the filtrate was concentrated in vacuo, followed by column chromatography on silica gel to give the title compound (4.85 g, 8.5 mmol, 85%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20924-05-4, its application will become more common.

Reference:
Patent; PANAGENE INC.; WO2005/9998; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1099597-81-5 ,Some common heterocyclic compound, 1099597-81-5, molecular formula is C11H5Cl2FN2O, 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.

Intermediate 46: 2,4-difluoro-6-(phenylmethyl)pyrimidineUnder an atmosphere of nitrogen, a solution of (2,6-dichloro-4-pyrimidinyl)(4- fluorophenyl)methanone (13.5g, 49.8mmol) in dichloromethane (4mL) was treated with diethylaminosulfur trifluoride (16mL, 121 mmol) and the mixture was stirred at ambient temperature for 20 hours. The mixture was then cautiously added dropwise to 1 OmL of ice/water and the product extracted with dichloromethane (2 x 1 OmL). The combined organic fractions were evaporated to dryness and passed through a short silica (Merck- 60) column (cyclohexane as eluent). Product-containing fractions were combined and evaporated to dryness to afford the title compound (12.4g, 42.3mmol, 85% yield). LCMS (Method A): Rt 1.20 minutes; no mass ion detected. 1H NMR (400MHz, CDCI3); delta 7.16 (2H, t, J=8.66Hz), 7.62 (2H, dd, J=8.78Hz, 5.27Hz), 7.68 (1 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1099597-81-5, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; ALDER, Catherine, Mary; BALDWIN, Ian, Robert; BARTON, Nicholas, Paul; CAMPBELL, Amanda, Jennifer; CHAMPIGNY, Aurelie, Cecile; HARLING, John, David; MAXWELL, Aoife, Caitriona; SIMPSON, Juliet, Kay; SMITH, Ian, Edward, David; TAME, Christopher, John; WILSON, Caroline; WOOLVEN, James, Michael; WO2010/106016; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1801-06-5, 4-Chloro-5-fluoro-2-methoxypyrimidine, 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, 1801-06-5, blongs to pyrimidines compound. COA of Formula: C5H4ClFN2O

The 32.5g formula III compound are added 170g10wt % of the isopropyl alcohol solution of ammonia, heating to 40-60C, stirring reaction 3-5 hours, natural cooling to room temperature, filtered, collecting solid, washing with isopropyl alcohol, drying, the compound of formula II is obtained (kind of white solid) 27.2g, molar yield is 95.0%, HPLC purity of 99.0%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1801-06-5, its application will become more common.

Reference:
Patent; Shanghai Dixinuo Chemical Pharmaceutical Co., Ltd; Shanghai Desano Pharmaceutical Co., Ltd.; Li, Jinliang; Zhao, Nan; Hua, Sikai; (6 pag.)CN105272922; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 34415-10-6, name is 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid

Step 1: 6-chloro-2-methyl-pyrimidine-4-carboxylic acid chloride; 2.00 g (13.0 mmol) 6-hydroxy-2-methylpyrimidin-4-carboxylic acid were refluxed for 2 h with 11.9 mL (130 mmol) phosphorus oxychloride. After cooling to RT, 2.70 g (13.0 mmol) phosphorus-(V)-chloride were added and the mixture was boiled for 2 h. The reaction mixture was cooled to RT cooled, evaporated to dryness i.vac. And co-evaporated twice with toluene. The residue was triturated several times with DCM and the excess DCM was decanted off. The combined DCM phases were evaporated down and the residue was further reacted as the crude product.Yield: 2.48 g (quantitative)

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, 34415-10-6, 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2011/172218; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 124041-00-5, 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. 124041-00-5, name is 4-Chloro-6-phenoxypyrimidine. A new synthetic method of this compound is introduced below.

EXAMPLE 19 S-3-[4-(3,5-Dichloropyrid-4-ylcarboxamido)-phenyl]-2-(6-phenoxypyrimidin-4-ylamino)propanoic acid The title compound was prepared from Intermediate 3 and 4-chloro-6-phenoxypyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,124041-00-5, its application will become more common.

Reference:
Patent; Celltech Therapeutics Limited; US6348463; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 16879-39-3 ,Some common heterocyclic compound, 16879-39-3, molecular formula is C6H7BrN2, 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.

Copper (I) iodide (1.013 mg, 5.32 muetaiotaomicron) was added to a mixture of 2- chloropyridine 99% (6.50 mu, 0.069 mmol), N-(4-fluoro-5-(l,2,3,6-tetrahydropyridin- 4-yl)-2-((3S,5R)-3,4,54rimethylpiperazin-1-yl)phenyl)-6-oxo-4-(trifluoromethyl)-l,6- dihydropyridine-3-carboxamide (27 mg, 0.053 mmol) and N,N-diisopropylethylamine (0.028 ml, 0.160 mmol) in ethylene glycol (1.5 ml). The mixture was heated in a microwave reactor at 180 C for lh. The mixture was quenched and worked up in a similar manner to Example 148 to provide the title compound as a yellow powder (8.5 mg, 26 %). 11H NMR (500MHz, METHANOL-d4) delta = 7.99 (dd, J=1.2, 4.9 Hz, 1H), 7.85 – 7.82 (m, 1H), 7.73 – 7.67 (m, 1H), 7.51 – 7.45 (m, 1H), 6.87 – 6.83 (m, 1H), 6.82 – 6.79 (m, 1H), 6.76 – 6.71 (m, 1H), 6.60 – 6.52 (m, 1H), 6.08 – 6.01 (m, 1H), 4.04 – 3.99 (m, 2H), 3.75 – 3.70 (m, 2H), 2.95 – 2.90 (m, 2H), 2.55 – 2.43 (m, 6H), 2.29 – 2.27 (m, 3H), 1.06 (d, J=5.9 Hz, 6H); LCMS [M+H]+ 585.5. A procedure similar to that of Example 270 using N-(4-fluoro-5-(l, 2,3,6- tetrahydropyridin-4-yl)-2-((3S,5R)-3,4,5-trimethylpiperazin-l-yl)phenyl)-6-oxo-4- (trifluoromethyl)-l,6-dihydropyridine-3-carboxarnide (30 mg, 0.059 mmol) and 2-bromo- 4,6-dimethylpyrimidine (13.27 mg, 0.071 mmol) gave the title compound (28 mg, 73 % yield). NMR (500MHz, METHANOL-d4) delta = 7.99 – 7.92 (m, 1H), 7.83 – 7.75 (m, 1H), 6.98 – 6.94 (m, 1H), 6.93 – 6.90 (m, 1H), 6.46 – 6.39 (m, 1H),6.16 – 6.08 (m, 1H), 4.41 – 4.37 (m, 2H), 4.09 – 4.03 (m, 2H), 3.07 – 3.00 (m, 2H), 2.63 – 2.52 (m, 6H), 2.39 – 2.37 (m, 3H), 2.33 – 2.30 (m, 6H), 1.17(d, J=6.0 Hz, 6H); LCMS [M+H]+ 614.7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16879-39-3, its application will become more common.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 209959-33-1, name is 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 209959-33-1

(5) To a suspension of the compound (610 mg) obtained in (4) above in methanol (12 ml) is added sodium hydride (60%, 130 mg), and the mixture is refluxed for 1 hour. The reaction solution is neutralized with aqueous 2N hydrochloride solution. The mixture is diluted with water, and precipitated solids are collected, washed with water, ether, and hexane to give 2-methylthio-7,8-dihydro-7-oxo-pyrido[2,3-d]pyrimidine (481 mg) as powder. M.p. 270-271 C, MS (m/z) : 194 (MH+). IR(nujol):1672, 1608, 1597, 1525, 1460, 1383, 1167 cm-1.

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, 209959-33-1, 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1364950; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 38696-23-0, 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 38696-23-0, name is 5-Bromo-2-methoxy-4-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromo-2-methoxy -4-methyl-pyrimidine (500 mg, 2.46 mmol, 1.00 equiv), 4, 4, 5, 5-tetramethyl-2-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)-l, 3, 2- dioxaborolane (813 mg, 3.20 mmol, 1.30 equiv) and potassium acetate (483 mg, 4.93 mmol, 2.00 equiv) in dioxane (5.00 mL) was added Pd(dppf)Cl2 (180 mg, 246 pmol, 0.10 equiv) under nitrogen. The resultant mixture was stirred at 105 C for 2 h. The mixture was concentrated in vacuo to give the crude material, which was purified by column chromatography (petroleum ether/ethyl acetate, 1/0 to 1 : 1) to afford 2-methoxy-4-methyl-5-(4, 4, 5, 5-tetramethyl-l, 3, 2- dioxaborolan-2-yl)pyrimidine (150 mg, 539 pmol, 21.9% yield, 90.0% purity) as a red oil. 1H NMR (400MHz, MeOD) d = 8.69 (s, 1H), 4.03 (s, 3H), 2.65 (s, 3H), 1.38 (s, 12H).

According to the analysis of related databases, 38696-23-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 875251-47-1, 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. 875251-47-1, name is 2-(Pyrimidin-5-yl)ethanol, molecular formula is C6H8N2O, 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.

To a mixture of 5-[4-(trifluoromethoxy)phenyl]-3H-oxazolo[4,5-b]pyridin-2-one (100 mg, 0.34 mmol), 2-pyrimidin-5-ylethanol (125.73 mg, 1.01 mmol) in THF (10 mL) was added PPh3 (177.1 mg, 0.68 mmol) and DIAD (136.54 mg, 0.68 mmol). The reaction mixture was stirred at 20 C under N2 for 16 hours. After cooling to r.t., the mixture was diluted with H20 (10 mL) and extracted with EtOAc (20 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered and concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0 to 30%) to give the product (23.15 mg, 0.06 mmol, 17% yield) as a solid. *H NMR (CDC13, 400MHz) deltaH = 9.08 (s, 1H), 8.68 (s, 2H), 7.95 – 7.90 (d, 2H), 7.48 (s, 2H), 7.34 (d, 2H), 4.30 (t, 2H), 3.26 (t, 2H). LCMS Rt = 1.24 min in 2.0 min chromatography, MS ESI calcd. for C19H14F3N4O3 [M+H]+ 403.1, found 402.8.

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 875251-47-1, 2-(Pyrimidin-5-yl)ethanol.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia