Month: May 2021

Related Products of 24415-66-5, 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 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 8: S-CCSR^RH-Methyl-S-CmethyKS-methyl-Il^^ltriazoloIl^-alphalpyrimidin-T- yl)amino)piperidin-l-yI)-3-oxopropanenitrile (56)To a solution of 7-chloro-5-methyl-[l,2,4]triazolo[l,5-a]pyrimidine (55) (0.145 g, 0.865 mmol) in dioxane (2 niL) was added 3-((3i?,4i?)-4-methyl-3-(methylamino)piperidin- 1 -yl)-3- oxopropanenitrile hydrochloride (21) (0.2 g, 0.86 mmol), potassium carbonate (0.119 g, 0.86 mmol), water (5 mL) and heated with stirring at 100 C for 4 h. The reaction mixture was diluted with water (10 mL) and extracted with ethyl acetate (2 x 100 mL). The organic layers were combined washed with water (20 mL), brine (10 mL), dried and concentrated in vacuum. The crude residue obtained was purified by flash column chromatography (silica gel 12 g, eluting with 0-50% CMA 80 in chloroform) to afford (56) which was re-crystallized from ethyl acetate to furnish 3- ((3i?,4i?)-4-Methyl-3-(methyl(5-methyl-[l,2,4]triazolo[l,5-alpha]pyrimidin-7-yl)amino)piperidin-l-yl)- 3-oxopropanenitrile (56) (18 mg, 6.35%) as a white solid; mp 119.3 0C. 1HNMR (300 MHz, DMSO) delta 8.37 (2s, IH), 6.43 (2s, IH), 5.26 – 5.04 (m, IH), 4.22 – 4.02 (m, 2H), 3.93 – 3.72 (m, 2H), 3.67 – 3.40 (m, IH), 3.30 – 3.14 (m, IH), 3.11 (2s, 3H), 2.47 (2s, 3H), 2.40 – 2.27 (m, IH), 1.79 – 1.48 (m, 2H), 1.05 (2d, J= 7.2, 3H); MS (ES+) 328.2 (100%: M+1); HPLC [(Zorbax SBC3, 3.0 x 150 mm, 5 mum, with a ZGC SBC3, 2.1 x 12.5 mm guard cartridge, “A” Buffer=(98% of 0.1 M Ammonium Acetate in 2% acetonitrile) “B” Buffer=100% Acetonitrile, UV Absorbance; Rt – 26.69, (99.51 %); Analysis: Calcd for C16H21N7O ? 0.25 H2O: C, 57.90; H, 6.52; N, 29.54; Found: C, 57.95; H, 6.48; N, 29.29.

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 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish; WO2010/14930; (2010); A2;,
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.591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.Safety of 5-Aminopyrimidine

To a stirred solution of (4,S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrariydro-l,4- methanopyrido[2,3-?][l,4]diazepine (700 mg, 2.77 mmol) in THF (15 mL) was added triphosgene (823 mg, 2.77 mmol) at 30 C and stirred for lh. Then pyrimidin-5-amine (317 mg, 3.33 mmol) and TEA (0.387 mL, 2.77 mmol) were added at 30 C and heated the reaction mixture at 75 C for 16 h. The reaction was allowed to 30 C and poured in to cold water (30 mL), extracted with DCM (2×50 ml). The combined organic layer was washed with brine, dried over sodium sulfate and solvent was evaporated under reduced pressure to obtain crude product. The crude mixture was purified by flash column chromatography (silica-gel: 100-200 mesh, 3% MeOH in Ethyl acetate) to afford (4S)-7- (2-methylpyridin-4-yl)-N-(pyrimidin-5-yl)-3,4-dihydro-l,4-methanopyrido[2,3-^][l,4] diazepine-5(2H)-carboxamide (275 mg, 0.737 mmol, 32%) as a pale yellow solid (TLC: Rf: 0.4, 10% MeOH in EtOAc), LCMS (m/z): 374.22 [M+H]+.1H NMR (400 MHz, CDC13): delta 13.25 (s, 1H), 9.01 (s, 2H), 8.94 (s, 1H), 8.68 (d, J = 0.8 Hz, 1H), 7.67 (d, J= 7.9 Hz, 1H), 7.55 (dt, J= 1.6, 0.8 Hz, 1H), 7.47 (ddd, J= 5.2, 1.7, 0.7 Hz, 1H), 7.39 (s, 1H), 5.69 (dd, J = 5.9, 3.2 Hz, 1H), 3.33 – 3.13 (m, 3H), 3.04 (dd, J = 12.2, 3.2 Hz, 1H), 2.69 (s, 3H), 2.36 (dd, J= 10.1, 4.1 Hz, 1H), 2.15 – 2.04 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,591-55-9, 5-Aminopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 5604-46-6

2.1 Preparation of 2-Amino-4-chloro-6-dibenzylamino-5-pyrimidine Carbaldehyde 2-Amino-4,6-dichloro-5-pyrimidine carbaldehyde (0.15 g; 0.78 mmol) prepared as in Scheme 1 was stirred in dry dichloromethane (3 ml) at 0 C. Dibenzylamine (1 eq; 0.78 mmol; 0.154 g) and triethylamine (1 eq; 0.78 mmol; 0.078 g) were added dropwise. The reaction was allowed to reach r.t, and stirred overnight by which time a clear solution had been obtained. Further dichloromethane (50 ml) was added and the solution washed with saturated sodium chloride solution and water. _:The organic layer was dried and evaporated leaving a yellow solid (0.253 g; 0.72 mmol; 92.3%). M.p. 138-142 C.

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cancer Research Campaign Technology Limited; US6677345; (2004); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4983-28-2 , The common heterocyclic compound, 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, 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.

Preparation Example 19 To a mixture of 2-chloro-5-hydroxypyrimidine (4.38 g), potassium carbonate (9.27 g), and N,N-dimethylformamide (79 mL), 2,6-difluoro-3,5-dimethoxybenzyl methanesulfonate (7.89 g) was added followed by stirring at 60 C. for 1 hour. To the reaction mixture, water was added, and the resulting solid was collected by filtration, washed with water, and then dried under reduced pressure to give 2-chloro-5-[(2,6-difluoro-3,5-dimethoxybenzyl)oxy]pyrimidine (8.53 g).

The synthetic route of 4983-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOTOBUKI PHARMACEUTICAL CO., LTD.; Astellas Pharma Inc.; Kameda, Minoru; Kuriwaki, Ikumi; Iikubo, Kazuhiko; Hisamichi, Hiroyuki; Kawamoto, Yuichiro; Moritomo, Hiroyuki; Suzuki, Tomoyuki; Futami, Takashi; Suzuki, Atsushi; Tsunoyama, Kazuhisa; Asaumi, Makoto; Tomiyama, Hiroshi; Noda, Atsushi; Iwai, Yoshinori; Tokuzaki, Kazuo; Okada, Haruki; Miyasaka, Kozo; US2014/142084; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1260088-72-9, 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-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, Safety of 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, blongs to pyrimidines compound. Safety of 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine

General procedure: A mixture of 2,4-dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine7 (257mg, 1.173 mmol), 1H-pyrazolo[4,3-c]pyridin-3-amine (291 mg, 1.735 mmol), N,N-diisopropylethylamine (0.40 mL, 2.3 mmol) and N,N-dimethylformamide (4.0 mL) was heated at 70 C for 2 hours. The reaction mixture was diluted with ethyl acetate, washed with water (2x) and brine, dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product was purified via flash chromatography on silica gel (24 silica, solvent gradient: 0-100% ethyl acetate in dichloromethane followed by 10% methanol indichloromethane) to yield 176.7 mg of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1260088-72-9, 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Hanan, Emily J.; Baumgardner, Matt; Bryan, Marian C.; Chen, Yuan; Eigenbrot, Charles; Fan, Peter; Gu, Xiao-Hui; La, Hank; Malek, Shiva; Purkey, Hans E.; Schaefer, Gabriele; Schmidt, Stephen; Sideris, Steve; Yen, Ivana; Yu, Christine; Heffron, Timothy P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 534 – 539;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 29274-24-6, 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. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H4ClN3, 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 5-chloropyrazolo[1,5-a]pyrimidine (1.00 g, 6.51 mmol) in DMF (13 mL) was added portionwise N-iodosuccinamide (1.61 g, 7.16 mmol) at room temperature. The reaction mixture was stirred for 2 hours at room temperature. After addition of water, the mixture was stirred for further 30 min at room temperature. A precipitated solid was collected by filtration and dried under vacuum to afford 5-chloro-3-iodopyrazolo[1,5-a]pyrimidine (1.74 g, 96%) as a pale yellow solid. 1H-NMR (DMSO-d6, Varian, 400 MHz): delta 7.15 (1H, d, J=7.2 Hz), 8.34 (1H, s), 9.17 (1H, d, J=7.2 Hz).

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 29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1780-26-3, 2-Methyl-4,6-dichloropyrimidine, 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

4-(6-Chloro-2-methyl-pyrimidin-4-yl)-morpholine A mixture of morpholine (2.36 ml, 27.0 mmol) and 4,6-dichloro-2-methyl-pyrimidine (2.0 g, 12.3 mmol) in water (20 ml) was heated at 100 C. for 2 h. The reaction was allowed to cool to room temperature and was diluted with water (20 ml). The resulting precipitate was collected by filtration to give the title compound (1.90 g, 72% yield).

The synthetic route of 1780-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 16357-83-8, Adding some certain compound to certain chemical reactions, such as: 16357-83-8, name is 4-Aminopyrimidine-5-carbaldehyde,molecular formula is C5H5N3O, 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 16357-83-8.

General procedure: Appropriate substituted benzoyl hydrazine 4 (1 equiv) was added to a solution of intermediate 2 (1mmol) in ethanol (10mL). The reaction mixture was stirred for 3h at reflux under the condition of the presence of acetic acid as catalyzer, then poured into cold water and the resulting solid was collected by filtrated, washed with EtOH (10mL), and dried in the atmospheric pressure to give the desired title compounds A, B, and C.

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. 16357-83-8, 4-Aminopyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-93-2, 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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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.

A solution of (lR,3R,4S)-3-(((/er/-butyldimethylsilyl)oxy)methyl)-4-((triisopropylsilyl)oxy)cyclopentan-l -amine (1.05 g, 2.48 mmol) and 4,6-dichloro-5- nitropyrimidine (578 mg, 2.98 mmol) in a mixture of THF (12.5 mL), DMF (6.0mL) and triethylamine (0.88 mL, 6.2 mmol) was stirred at room temperature for 1 hour. The reaction solution was partitioned between saturated aqueous NaHC03(30 mL) and EtOAc (50 mL).Upon separation, the aqueous phase was extracted with additional EtOAc (2×50 mL). The combined organic phases were dried over anhydrous MgS04and concentrated to afford N- i ( 1 R,3R,4S)-3-( i [/tv7-butyl(dimethyl)silyl]oxy }methyl)-4-[(triisopropylsilyl)oxy]cyclopentyl }- 6-chloro-5-nitropyrimidin-4-amine (1.31 g, 94 %) which was carried on to step 2 without further purification. LCMS (FA): m/z = 559.2 (M+H).

According to the analysis of related databases, 4316-93-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CIAVARRI, Jeffrey; ENGLAND, Dylan Bradley; GIGSTAD, Kenneth M.; GOULD, Alexandra E.; GREENSPAN, Paul; HU, Yongbo; HUANG, Shih-Chung; LANGSTON, Steven Paul; MIZUTANI, Hirotake; SHI, Zhan; VYSKOCIL, Stepan; XU, He; (156 pag.)WO2019/180683; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10397-13-4, 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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, 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.

Step 1.1: (S)-3-(6-Chloro-2-morpholin-4-yl-pyrimidin-4-yl)-4-methyl-oxazolidin-2-one To a solution of (S)-4-methyl-2-oxazolidinone (432 mg, 4.19 mmol) in DMF (10 mL) was slowly added NaH (60% mineral oil, 201 mg, 5.02 mmol) under an argon atmosphere and the suspension was stirred at rt for 30 min. The reaction mixture was cooled to 0 C. and the intermediate A (1 g, 4.19 mmol) was added. The mixture was stirred at RT for 4 h. The reaction mixture was diluted with EtOAc and extracted with H2O. The organic layer was washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 97:3?1:1) to afford the title compound (605 mg, 47%). tR: 1.00 min (LC-MS 1); ESI-MS: 299.2/301.2 [M+H]+ (LC-MS 1).

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; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia