Month: June 2021

Synthetic Route of 5305-59-9, 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.5305-59-9, name is 6-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, molecular weight is 129.55, as common compound, the synthetic route is as follows.

EXAMPLE 22 A mixture of 8.0 g (0.062 mole) of 4-amino-6-chloropyrimidine and 10.8 g (0.124 mole) of morpholine in 100 ml of toluene was heated at its reflux temperature for 20 hours, and was then cooled. The solid was separated by filtration, washed with toluene, and slurried in 100 ml of water followed by filtration. Recrystallization from water provided yellow crystals of 4-amino-6-(4-morpholino)pyrimidine, m.p. 198-201 C. Analysis: Calculated for C8 H12 N4 O: %C,53.3; %H,6.7; %N,31.1; Found: %C,53.5; %H,6.5; %N,31.3.

Statistics shows that 5305-59-9 is playing an increasingly important role. we look forward to future research findings about 6-Chloropyrimidin-4-amine.

Reference:
Patent; Riker Laboratories, Inc.; US4503050; (1985); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 56-09-7, 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. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one. A new synthetic method of this compound is introduced below.

1. Formation of Compound for formula 5 :; Initially, a compound of formula 6 was reacted with POC13 in DMF and heat to form a compound of formula 5. NH2 aH2 JE JE N-N N-N HO4OH X) 9AX formula 6 o formula 5 The compound of formula 5 subsequently treated, (details below) to practice the process of the claimed invention. As seen below, a compound of formula 5, wherein X is chloride, is subsequently reacted to form an intermediate compound of formula 11.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56-09-7, 2-Amino-6-hydroxypyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2005/54245; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 696-82-2, 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. 696-82-2, name is 2,4,6-Trifluoropyrimidine. A new synthetic method of this compound is introduced below.

(S)-1-(1-(4-Fluorophenyl)-1H-pyrazol-4-yl)ethanamine (175 mg, 0.724 mmol) was added to a solution of 2,4,6-trifluoropyrimidine (146 mg, 1.09 mmol, 1.5 equiv) and N-ethyl-N-isopropylpropan-2-amine (0.32 mL, 1.8 mmol, 2.5 equiv) in 1,4-dioxane at room temperature. The mixture was stirred at room temperature for 1 hour and then the reaction was concentrated in vacuo. Silica gel column chromatography (EtOAc/Heptane) provided (R)-4- ((R)- 1 -(tert-butoxy)ethyl)-3-(2-chloro-6-(hydroxymethyl) pyri midin-4-yl)oxazolidin-2-one (0.085 g) in 37% yield. 1H NMR (400 MHz, ODd3) oe 7.82 (5, 1H), 7.68 (5, 1H), 7.62 (dd, J = 8.9, 4.6 Hz,1H), 7.18-7.11, (m, 2H), 5.80 (t, J = 1.2 Hz, 1H), 5.49 (m, 1H), 5.25 (m, 1H), 1.62 (d, J = 6.8 Hz, 3H). MS m/z 320.1 (M + H) Rt-0.95 mm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,696-82-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; CAFERRO, Thomas Raymond; CHEN, Zhuoliang; CHO, Young Shin; COSTALES, Abran Q.; LEVELL, Julian Roy; LIU, Gang; MANNING, James R.; SENDZIK, Martin; SHAFER, Cynthia; SHULTZ, Michael David; SUTTON, James; WANG, Yaping; ZHAO, Qian; WO2014/141104; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.7043-09-6, name is 4,6-Dichloro-2-cyclopropylpyrimidine, molecular formula is C7H6Cl2N2, molecular weight is 189.04, as common compound, the synthetic route is as follows.category: pyrimidines

To a suspension of Nal (2.10 g, 13.7 mmol) in HI (55%, 10 mL) was added 4,6-dichloro-2- cyclopropylpyrimidine (2.00 g, 10.6 mmol). The resulting mixture was warmed to 40 C and stirred for 1 hour. The reaction mixture was cooled to rt and diluted with H20 (100 mL) and stirred for 15 mm. The mixture was filtered to give the title compound (2.9 g, yield 74%) as ayellow solid.1H NMR (300 MHz, CDCI3): oe 7.95 (s, 1H), 2.21-2.12 (m, 1H), 1.15-1.09 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7043-09-6, 4,6-Dichloro-2-cyclopropylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R & D COMPANY LIMITED; DING, Xiao; JIN, Yun; LIU, Qian; REN, Feng; SANG, Yingxia; STASI, Luigi Piero; WAN, Zehong; WANG, Hailong; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (573 pag.)WO2017/12576; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 941685-26-3, Adding some certain compound to certain chemical reactions, such as: 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C12H18ClN3OSi, 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 941685-26-3.

A mixture of Intermediate 5 (60 g, 330.5 mmol), 2-[(4-chloropyrrolo[2,3-d]pyrimidin-7- yl)methoxy]ethyl-trimethyl-silane (85 g, 330.5 mmol) and DIPEA (108 mL, 625 mmol) in dry MeCN (500 mL) was refluxed for 16 hours. All the volatiles were evaporated and the resulting residue was treated with water and extracted with ethyl acetate (2 x 500 mL). The combined organic layers were washed with brine (500 mL), dried over Na2S04, concentrated and chromatographed on silica using EtOAc: heptane as eluent. Ethyl 5-[7-(2- trimethylsilylethoxymethyl)pyrrolo[2,3-d]pyrimidin-4-yl]-5-azaspiro[2.5]octane-8- carboxylate (rac-SEM ethyl ester) was isolated as a light brown oil (63 g) in 49% yield and used directly in the next step.

According to the analysis of related databases, 941685-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEO PHARMA A/S; LARSEN, Mogens; RITZEN, Andreas; NØRREMARK, Bjarne; GREVE, Daniel Rodriguez; (145 pag.)WO2018/141842; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, 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

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (12.03 mmol) and 1-butanol (3.5 mL) and agitated at 145 C for 18-24 h. Then the mixture was cooled to rt, diluted with water (50 mL) and diethyl ether (150 mL) or EtOAc (150 mL). After phase separation, the water phase was extracted with more diethyl ether (2 × 50 mL) or EtOAc (2 × 50 mL). The combined organic phases were washed with saturated aq NaCl solution (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo, before the crude oil was dried under reduced pressure to constant weight to remove excess benzylamine. The compounds were purified by silica-gel column chromatography or crystallized as specified for each individual compound

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Larsen, Synne; Nonstad, Unni; Bj°rk°y, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 354 – 374;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4318-56-3, 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. 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H5ClN2O2, 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.

(1) adding toluene to the reaction vessel, stirring is started, and then 6-chloro-3-methyluracil is sequentially added,2-cyano-5-fluorobenzyl bromide and tri-n-butylamine, the mixture was heated to 80 C under stirring, and the reaction was kept for 6 h. The reaction was monitored by TLC (petroleum ether: ethyl acetate = 3:2). After the -3-methyluracil is consumed, it is regarded as the end point of the reaction. After the reaction is completed, the purified water is added to the reaction vessel, the temperature is lowered to 20 C, stirred for 0.5-1 h, filtered, and the filter cake is washed twice with isopropyl alcohol to collect the filter. Cake, dried at 50 CDrying for 12h, the brownish yellow solid intermediate, intermediate 1; wherein the molar ratio of 6-chloro-3-methyluracil, 2-cyano-5-fluorobenzyl bromide and tri-n-butylamine is 1:1.1 :1.5;

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 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Sichuan Xinsidun Pharmaceutical Co., Ltd.; Du Feng; Bai Xiao; (9 pag.)CN108822080; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, molecular weight is 221.0407, as common compound, the synthetic route is as follows.Computed Properties of C7H6Cl2N2O2

tert-Butyl (S)-3-aminopyrrolidine-1-carboxylate (5.00 g, 26.84 mmol) was added slowly to ethyl2,4-dichloropyrimidine-5-carboxylate (5.93 g, 26.84 mmol) and DIPEA (6.08 mL, 34.90 mmol) inacetonitrile ( 1 00 mL) at 0C. The reaction mixture was allowed to warm to rt and was stirred at rtfor 4 h, then concentrated in vacuo, diluted with EtOAc (200 mL) and washed sequentially with20 water (100 mL) and sat. brine (100 mL). The organic layer was filtered through a phase separatingfilter paper and concentrated in vacuo. The resulting crude product was purified by fcc, elutiongradient 0 to 50% EtOAc inn-heptane, to afford the title compound (5.40 g, 54%) as a white solid;1H NMR (400 MHz, DMSO) 1.32 (3H, t), 1.41 (9H, s), 1.99 (lH, d), 2.19 (lH, s), 3.21 (lH, dd),3.37 (2H, t), 3.62 (lH, dd), 4.32 (2H, q), 4.59 (lH, s), 8.39 (lH, d), 8.65 (lH, s); m/z [M-H]- 369.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; HOWARD, Martin, Richard; TING, Attilla, Kuan, Tsuei; (145 pag.)WO2019/238929; (2019); 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. 38696-20-7, name is 5-Bromo-2-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 38696-20-7

(1) In a 500 mL three-necked flask, (9H-carbazol-3-yl)boronic acid (25.32 g, 150 mmol),5-bromo-2-phenylpyrimidine (28.21 g, 120 mmol), sodium tert-butoxide (23.04 g, 240 mmol),Tri-tert-butylphosphine tetrafluoroborate (0.21 g, 0.72 mmol), added 250 mL of toluene,Tris(dibenzylideneacetone)dipalladium (0.33 g, 0.36 mmol) was added under a nitrogen atmosphere.The temperature is raised to 50-150 ° C for 4 to 48 hours, the liquid phase monitoring reaction is completed, cooled to room temperature, washed with water,Filtration, column chromatography,40.31g of (9-(2-phenylpyrimidin-5-yl)-9H-indazol-3-yl)boronic acid can be obtained.Yield 92percent;

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, 38696-20-7, 5-Bromo-2-phenylpyrimidine.

Reference:
Patent; Wuhan Shang Sai Optoelectric Technology Co., Ltd.; Mu Guangyuan; Zhuang Shaoqing; Ren Chunting; (55 pag.)CN109369567; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, 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 solution of N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)methanesulfonamide (0.875 g, 4.18 mmol) in DMF (25 mL) was added 60% NaH in mineral oil (0.193 g, 4.83 mmol). After 10 minutes, methyl 2,6-dichloropyrimidine-4-carboxylate (0.871 g, 4.21 mmol) was added. After stirring for 30 minutes, the reaction mixture was diluted into 100 mL water and extracted three times with 50 mL EtOAc. The combined organic layers were washed once with 25 mL brine, dried over MgSO4,filtered, and evaporated to a residue. The residue was chromatographed over silica gel with 30-60% EtOAc in hexanes. The product fractions were concentrated in vacuo. After sitting overnight a crystalline solid formed. The solid was decanted and dried under vacuum to give methyl 2-chloro-6-(N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)methylsulfonamido)pyrimidine-4-carboxylate as a cream-colored powder (0.911 g, 2.40 mmol, 57% yield). LC/MS: m/z= 380.2 [M+H]+.

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 6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate.

Reference:
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia