Day: May 13, 2021

Application of 161489-05-0, 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 161489-05-0 as follows.

To a microwave vial charged with N-(4-fluoro-5-(l, 2,3,6- tetrahydropyridin-4-yl)-2-((3S,5R)-3,4,5-trimethylpiperazin-1-yl)phenyl)-6-oxo-4- (trifluoromethyl)-l,6-dihydropyridine-3-carboxamide (25.5 mg, 0.050 mmol) and 4- iodo-6-methoxy pyrimidine (13.64 mg, 0.058 mmol) in ethanol (3 ml) at RT, was added N,N-diisopropylethylamine (0.018 ml, 0.100 mmol) . The mixture was heated at 130 C for 3 h. The reaction was worked up and the product was purified by sgc to afford the title compound (19 mg, 58 % yield). 1H NMR (500 MHz, METHANOL- d4) delta = 8.26 – 8.21 (m, 1H), 7.98 – 7.93 (m, 1H), 7.85 – 7.76 (m, 1H), 6.99 – 6.94 (m, 1H), 6.94 – 6.90 (m, 1H), 6.12 (br s, 1H), 6.04 (s, 1H), 4.26 – 4.16 (m, 2H), 4.00 – 3.88 (m, 5H), 3.03 (br d, J=11.0 Hz, 2H), 2.65 – 2.52 (m, 6H), 2.38 (s, 3H), 1.19 – 1.15 (m,6H); LCMS [M+H]+ 616.6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,161489-05-0, 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

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.109-12-6, name is Pyrimidin-2-amine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.Recommanded Product: 109-12-6

General procedure: To a solution of Cu(OAc)2 (0.025 mmol, 0.0046 g) and potassium tert-butoxide (0.175 g, 2.5 mmol) in anhydrous dioxane (3 mL), the corresponding amine 1 (2.5 mmol) or the triphenylphosphoranylidenaniline 18 (2.5 mmol) and the correspondent alcohol 2 or 4 (3.75 mmol) were added successively under inert argon atmosphere. After 2 or 5 days of reaction at 130 C (see Table 2 and Scheme 2), the resulting mixture was hydrolyzed with a saturated solution of ammonium chloride (10 mL). The mixture was extracted with AcOEt (3¡Á10 mL) and washed with brine (10 mL), after drying with anhydrous MgSO4, was filtered on Celite and the solvents were removed under low pressure(15-18 Torr). The resulting mixture was purified by column chromatography (if needed).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109-12-6, Pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Martinez-Asencio, Ana; Ramon, Diego J.; Yus, Miguel; Tetrahedron; vol. 67; 17; (2011); p. 3140 – 3149;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 88474-31-1 ,Some common heterocyclic compound, 88474-31-1, molecular formula is C6H8ClN3O, 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.

5-amino-4-methoxy-6-chloro-3-methyl-pyrimidine (2.0grams, 11.5mmol) and N-acetylimidazolidinone (2.0 grams, 11,5mmol) were dissolved in anhydrous DMSO and anhydrous sodium carbonate (3.75 grams, 35.4mmol, 2.0 equivalents) was added. The reaction flask was cooled in ice-salt-acetone mixture and POCl3 was added dropwise in 1 hour keeping temperature below 5C. After the addition the ice bath was removed and the flask was stirred at 58-60C under nitrogen for 2 days. A small sample was taken and analysed by HPLC. There was no starting material and the product was formed. The anhydrous Na2CO3 neutralized the HCl gas in situ as it formed. Workup: The reaction mixture was quenched by slowly pouring in crushed ice. The product precipitated and the product was filtered and dried under vacuum. Without any further purification the product was used in the next step to generate crude moxonidine. Yield: 2.64 grams. Mass spec.: 283 (m+)

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. 88474-31-1, 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Healthcare Products B.V.; ABBOTT LABORATORIES; ACQUASALIENTE, Maurizio; LAGERWEIJ, Gert; DESHPANDE, Mahendra; SHAH, Rajendra; EP2829540; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 89487-99-0 , The common heterocyclic compound, 89487-99-0, name is 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C6H5N3OS, 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 cooled solution of 4-hydroxy-2-(methylthio)pyrimidine-5-carbonitrile (8) (10.8 g, 65 mmol) in toluene (150 ml), phosphorus oxychloride (23.8 ml, 260 mmol) was slowly added. The reaction mixture was stirred at 110 C for 6 h. After evaporation of the organic solvent, the residue was cooled to room temperature and added a lot of ice water. At this time, a brown solid was formed and collected by filtration. The crude product was dried in a vacuum oven to give 4-chloro-2-(methylthio)pyrimidine -5-carbonitrile 9(6.8 g). This product was taken up for the next step without any purification. Yield: 58%; Purity: 90%; LC-MS m/z: 186.0 [M + H]+.

The synthetic route of 89487-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Ling-Ling; Li, Guo-Bo; Yan, Heng-Xiu; Sun, Qi-Zheng; Ma, Shuang; Ji, Pan; Wang, Ze-Rong; Feng, Shan; Zou, Jun; Yang, Sheng-Yong; European Journal of Medicinal Chemistry; vol. 56; (2012); p. 30 – 38;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13036-50-5, 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 13036-50-5 as follows.

To the obtained 2-chloro-4-phenylpyrimidine was added concentrated hydrochloric acid (~10 N) and stirred well. The homogeneous mixture was refluxed for 1 hour. The reaction mixture was poured into 10% aqueous sodium carbonate solution. The white precipitate was filtered off and dried to give a white solid. TLC was observed at Rf: 02 (chloroform: methanol (9.5: 0.5)).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13036-50-5, its application will become more common.

Reference:
Patent; CHUNGNAM NATIONAL UNIVERSITY INDUSTRY & ACADEMIC COOPERATION (IAC); JUNG, SANG HUN; WOO, SUN HEE; KIM, SANG KYUM; JEON, EUN SEOK; LEE, YOU JUNG; MANICKAM, MANOJ; JALANI HITESHKUMAR, HITESHKUMAR; SHARMA, NITI; (234 pag.)KR2015/111825; (2015); A;,
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. 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine, molecular formula is C16H11ClN2, 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. SDS of cas: 2915-16-4

Intermediates in a nitrogen environment I-3 (10 g, 23.1 mmol)Was dissolved in 0.1 L of tetrahydrofuran (THF), and the solution was added thereto by the Tokyo Chemical Industry (http://www.tcichemicals.com/)2-chloro-4,6-diphenylpyrimidine (6.16 g, 23.1 mmol)And tetrakis (triphenylphosphine) palladium (0.27 g, 0.23 mmol)And the mixture was stirred. Saturated water-saturated potassuim carbonate (7.98 g, 57.8 mmol) was added and heated at 80 C for 10 hours to reflux. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with dichloromethane (DCM). The extract was dried over anhydrous MgSO 4, filtered, and concentrated under reduced pressure. The residue thus obtained was separated and purified by flash column chromatography to obtain Compound 2 (10.5 g, 85%).

With the rapid development of chemical substances, we look forward to future research findings about 2915-16-4.

Reference:
Patent; Samsung SDI Co., Ltd; Lee Han-il; Ryu Eun-seon; Jeong Seong-hyeon; Han Su-jin; Kang Dong-min; Shin Chang-ju; Lee Byeong-gwan; Jeong Su-yeong; (46 pag.)KR2018/123660; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 873-83-6, 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. 873-83-6, name is 6-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, 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.

196 g of water and 4 g of PTS were added to a 500 ml glass reactor equipped with mechanical stirring, stirred at 70 C for 2 hours, cooled to 55 C, and solid 6-aminouracil (20.0 g, 1.0 eq., 157.4 mmol) was added and stirred to form a suspension. Then, benzaldehyde (10.0 g, 0.6 eq., 94.4 mmol) was added and stirred at 55 C for 5-8 hours at high speed to obtain an off-white suspension. The progress of the reaction was confirmed by HPLC or TLC to ensure complete conversion of the starting material, cooling to 30 C, filtration The filter cake was washed with 30 ml of hot water, and the wet cake was air-dried at 100 C for 3 hours to obtain 24.0 g of a white solid with a purity of 97.9% and a yield of 89.1%.

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 873-83-6, 6-Aminopyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Guangzhou Zhenlaimai New Materials Technology Co., Ltd.; Xiao Juan; Qi Tafamingrenqingqiubugongkaixingming; (11 pag.)CN110041270; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1004524-64-4, 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.1004524-64-4, name is 2-((4-(Aminomethyl)benzyl)oxy)pyrimidin-4-amine, molecular formula is C12H14N4O, molecular weight is 230.27, as common compound, the synthetic route is as follows.

Added to a 1.5 ml Eppendorf tube were 1 mumol of aminomethylbenzylcytosine in solution in 26 mul of anhydrous dimethylsulfoxide, 1 mumol of Tb(KR)-NHS in solution in 110 mul of anhydrous dimethylsulfoxide and 4 mul of diisopropylethylamine. The reaction mixture was stirred for two hours. The reaction was monitored by HPLC on a Merck Lichrospher RP 18, 5 mum, 125*4.6 column with a gradient of acetonitrile in water containing 25 mM of triethylammonium acetate. A purification by preparative HPLC was carried out on a Vydac C18, 10 mum, 250*22 column with a gradient of acetonitrile in water containing 25 mM of triethylammonium acetate. The fractions were collected and concentrated under reduced pressure. A white solid was obtained (350 nmol by optical density measurement, 35%) corresponding to the desired product. MS (ES+) m/z: [M+H+] 1645.2 [M+2H+]/2 823.4.

Statistics shows that 1004524-64-4 is playing an increasingly important role. we look forward to future research findings about 2-((4-(Aminomethyl)benzyl)oxy)pyrimidin-4-amine.

Reference:
Patent; Cis Bio International; Bourrier, Emmanuel; Laget, Michel; Lamarque, Laurent; Tinel, Norbert; Trinquet, Eric; Bazin, Herve; US9024022; (2015); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10325-70-9 , The common heterocyclic compound, 10325-70-9, name is 5-Acetylpyrimidine, molecular formula is C6H6N2O, 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.

553-1 A mixture of 1-(pyrimidin-5-yl)ethanone (525 mg) and N,N-dimethylformamide dimethyl acetal (3 mL) was stirred for 2 hours under heating to reflux. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. tert-Butyl methyl ether was added to the obtained residue, and the solid matter was collected by filtration, thereby obtaining (E)-3-(dimethylamino)-1-(pyrimidin-5-yl)prop-2-en-1-one (657 mg). MS m/z (M+H): 178.

The synthetic route of 10325-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1032452-86-0, 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 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. This compound has unique chemical properties. The synthetic route is as follows.

N- (2- ( (2- (Dimethylamino) ethyl) (methyl) amino) -6-methoxy-5- (4- (1-methyl-1H-indol-3-yl)pyrimidin-2-ylamino) pyridin-3-yl) acrylamide (1) The mixture of N- (5-Amino-2- ( (2- (dimethylamino) ethyl) (methyl) amino) -6-methoxypyridin-3-yl) acrylamide (1g) (3.6 mg, 0.012 mmol) , 3- (2-chloropyrimidin-4-yl) -1-methyl-1H-indole (1h) (6.0 mg, 0.025 mmol) (prepared by following the literature, WO2013/14448) , and p-TsOH¡¤H2O (4.7 mg, 0.025 mmol) in 2-pentanol (0.5 mL) was heated at 105 for 2 h. Solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with DCM/methanol (95:5) to give N- (2- ( (2- (Dimethylamino) ethyl) (methyl) amino) -6-methoxy-5- (4- (1-methyl-1H-indol-3-yl) pyrimidin-2-ylamino) pyridin-3-yl) acrylamide (1) (5.0 mg, 82) . MS-ESI (m/z) : 500 [M + 1]+.

According to the analysis of related databases, 1032452-86-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI FOCHON PHARMACEUTICAL CO LTD; LI, Tongshuang; ZHAO, Xingdong; TIAN, Qiang; ZHANG, Weipeng; LIU, Hongbin; WANG, Xianlong; TAN, Haohan; TAN, Rui; LIU, Qihong; JIANG, Lihua; LIU, Yanxin; LINGHU, Li; LIN, Min; SUN, Jing; WANG, Weibo; WO2015/188777; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia