Month: March 2022

Application of 120977-94-8, Adding some certain compound to certain chemical reactions, such as: 120977-94-8, name is 2,6-Dichloro-3H-pyrimidin-4-one,molecular formula is C4H2Cl2N2O, 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 120977-94-8.

Step A 6-((1′-tert-Butoxycarbonyl-4,4′-bipiperidin)-1-yl)-2-chloro-3H-pyrimid-4-one A solution of 100 mg (0.61 mmol) of 2,6-dichloropyrimid-4-one (Helv. Chim. Acta 1989, 72, 738) and 246 mg (0.92 mmol) of 1-tert-butoxycarbonyl-4,4′-bipiperidine in 6 mL of EtOH was refluxed for 2.25 hours. After cooling the reaction with an ice bath, the resulting solid was filtered and dried to yield 126 mg (52%) of the title compound: Rf: 0.77 (90:10:1 v/v/v CH2Cl2/MeOH/NH4OH); 1H NMR (500 MHz, CD3OD) delta 1.12-1.85 (m, 19H), 2.62-2.67 (m, 2H), 2.87-2.92 (m, 2H), 4.13-4.15 (m, 2H), 4.53-4.55 (m, 2H), 5.74 (s, 1H).

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. 120977-94-8, 2,6-Dichloro-3H-pyrimidin-4-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US6498161; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4271-96-9, 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. 4271-96-9, name is 1,2-Dimethyl-1,4,5,6-tetrahydropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A solution of 55% aqueous hydroiodic acid (1 mL, ca. 7.3 mmol) was added dropwise over 1 min to a stirred mixture of amidine (1a-e, 4 mmol) or amine (1f-j, 4 mmol) in dioxane (8 mL) at 0 C. After the mixture was stirred at room temperature for 12 h, the mixture was evaporated in vacuo. The residue was washed with ether/THF (1:1 or 1:0), and the precipitate was dried in vacuo for 12 h at 50 C (1i?HI and 1j?HI were dried for 6 h at 30 C) to give corresponding hydroiodides (1a-j?HI).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4271-96-9, its application will become more common.

Reference:
Article; Aoyagi, Naoto; Furusho, Yoshio; Endo, Takeshi; Tetrahedron; vol. 75; 52; (2019);,
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. 206564-00-3, name is 4-(2-Furyl)pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 206564-00-3

General procedure: 4-p-Tolylpyrimidin-2-amine (3a) (1.0 equiv), N-chlorosuccinimide (1.1 equiv) and benzoyl peroxide (0.2 equiv) were dissolved in acetonitrile and stirred at 80 C for 6 h. The reaction mixture was cooled to room temperature, then the solvent was removed in vacuo. The crude product was purified by silica gel column with acetone/petroleum ether (v/v, 1:5) as eluent to obtain 4a. Using the same procedure described above for the other compounds exception of 6a-6c under a lower reaction temperature (40 C).

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, 206564-00-3, 4-(2-Furyl)pyrimidin-2-amine.

Reference:
Article; Chen, Wei; Li, Yuxin; Zhou, Yunyun; Ma, Yi; Li, Zhengming; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2160 – 2162;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1203705-58-1, 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 1203705-58-1, name is 2-Bromo-7-chloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: (s.e.)-{(3aR,4R,6R,6aS)-6-[(2-bromopyrazolo[1,5-a]pyrimidin-7-yl)amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}methanol To a suspension of (1R,2S,3R,4R)-1-amino-2,3-(isoproplydenyl)dihydroxy-4-hydroxymethyl cyclopentane (2.76 g, 14.7 mmol) in ethanol (46.5 mL) is added triethylamine (4.28 mL, 30.7 mmol) and 2-bromo-7-chloropyrazolo[1,5-a]pyrimidine (3.58 g, 15.4 mmol; obtained by the method described in J. Med. Chem. 2010, 53, 1238-1249). The reaction mixture is heated at 100 C. for 3.5 hr and then cooled to room temperature and concentrated to dryness. The residue is dissolved in chloroform and then washed with saturated sodium bicarbonate and brine. The organic layer is dried over Na2SO4, filtered and concentrated in vacuo. The solid is triturated with diethyl ether and filtered to provide (s.e.)-{(3aR,4R,6R,6aS)-6-[(2-bromopyrazolo[1,5-a]pyrimidin-7-yl)amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}methanol (5.0 g, yield 88%). LCMS: (AA) M+383; 1H NMR (400 MHz, MeOD) delta 8.14 (d, J=5.6 Hz, 1H), 6.43 (s, 1H), 6.28 (d, J=5.7 Hz, 1H), 4.64-4.56 (m, 1H), 4.55-4.48 (m, 1H), 4.15-4.05 (m, 1H), 3.75-3.61 (m, 2H), 2.63-2.53 (m, 1H), 2.41-2.31 (m, 1H), 1.88-1.78 (m, 1H), 1.51 (s, 3H), 1.30 (s, 3H).

According to the analysis of related databases, 1203705-58-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; Afroze, Roushan; Bharathan, Indu T.; Ciavarri, Jeffrey P.; Fleming, Paul E.; Gaulin, Jeffrey L.; Girard, Mario; Langston, Steven P.; Soucy, Francois; Wong, Tzu-Tshin; Ye, Yingchun; US2013/217682; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

(2) A solution of 2,4-dichlorobenzylamine(33.5 g) in DMF(270 mL) was added dropwise to a solution of 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid(45.5 g) and triethylamine(53.1 g) in DMF(270 mL) for 30 minutes and the mixture was stirred at room temperature for 4 hours. An aqueous citric acid solution was added to the reaction solution and ethyl acetate/hexane was further added. The organic layer was washed with water and brine, dried over sodium sulfate and the solvent was distilled away. The residue was crystallized from ethyl acetate/hexane to give 4-chloro-6-(2,4-dichlorobenzylamino)-2-methylsulfanyl-pyrimidine-5-carboxylic acid(69.5 g) as pink crystals. APCI-MS(m/e):378/380[M-H]-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1970373; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1159981-95-9 ,Some common heterocyclic compound, 1159981-95-9, molecular formula is C6H4BrN3, 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 5-bromopyrazolo[1,5-a]pyrimidine (300 mg, 1.5 mmol) in 1,4-dioxane (10 mL) and water (2 mL), were sequentially added 4-ethoxycarbonyl phenyl boronic acid (380 mg, 1.95 mmol), K3PO4 (955 mg, 4.5 mmol) and Pd(PPh3)4 (52 mg, 0.04 mmol). The reaction mixture was heated at 90 C. for 4 h under argon atmosphere then, was diluted with EtOAc and washed with water and brine solution. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel, eluent petroleumether/EtOAc 9:1 to 1:1) to afford ethyl 4-(pyrazolo[1,5-a]pyrimidin-5-yl)benzoate (200 mg, 49%) of as a yellow solid. 1H NMR (400 MHz, CDCl3) delta (ppm): 8.77 (d, J=8.0, 1H), 8.18-8.15 (m, 4H), 7.33 (d, J=7.5 Hz, 2H), 7.12 (d, J=4.4 Hz, 1H), 6.77 (d, J=2.2 Hz, 1H), 4.45 (q, J=6.8 Hz, 2H), 1.44 (t, J=7.2 Hz, 3H); MS (ESI) m/z 268 [C15H13N3O2+H]+.

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. 1159981-95-9, 5-Bromopyrazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Agency for Science, Technology and Research; Nacro, Kassoum; Duraiswamy, Athisayamani Jeyaraj; Rao, Lohitha; US2014/371199; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 32998-03-1, 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 32998-03-1, name is 2,6-Dichloro-N-methylpyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 58; c/s-4-({4-(methylamino)-6-[(phenylmethyl)amino]-2-pyrimidinyl}amino)-lambda/-{[2- (trifluoromethy^phenyllmethyljcyclohexanecarboxamide; Step 1 : Preparation of c/’s-4-{[4-chloro-6-(methylamino)-2-pyrimidinyllamino}-lambda/-{[2- (trifluoromethvDphenyllmethyllcvclohexanecarboxamide; To a solution of 2,6-dichloro-lambda/-methyl-4-pyrimidinamine (360 mg, 2.0 mmol) and c/s-4-amino-lambda/-{[2-(trifluoromethyl)phenyl]methyl}cyclohexanecarboxamide (Intermediate 1 ) trifluoroacetate (829 mg, 2.0 mmol), in MeCN/H2O (1 :1 , 5 ml.) was added 1 N NaOH solution until a pH of 12 was achieved. The mixture was irradiated in the microwave for 4 hours at 17O0C, at which time LCMS indicated the formation of the desired product. The reaction mixture was extracted with EtOAc (2×50 ml_), washed with water (2×50 ml_), dried (Na2SO4), and concentrated to afford a waxy solid. The crude material was purified by column chromatography (Gradient from 0-5% MeOH in CH2CI2) to afford 300 mg (0.68 mmol, 34%) of a colorless wax MS (ES+) m/e 442 [M + H]+. Regiochemistry was verified by 2D NMR analysis.

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 32998-03-1, 2,6-Dichloro-N-methylpyrimidin-4-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/105968; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 98138-75-1, 6-Chloro-4-methoxy-1H-pyrazolo[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, name: 6-Chloro-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine, blongs to pyrimidines compound. name: 6-Chloro-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine

To a solution of 6-chloro-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (100 mg, 0.54 mmol) in sec-BuOH (5 mL) was added (4-amino-3-methoxyphenyl)(morpholino)methanone (154 mg, 0.65 mmol) and K2C03 (150 mg, 1.08 mmol). The reaction mixture was degassed for 5 mm and then Pd2(dba)3 (30 mg, 0.032 mmol) and 2-dicyclohexylphosphino-2?,4?,6?- triisopropylbiphenyl (23 mg, 0.049 mmol) were added. The reaction flask was stirred at 110 C for 8 hr. After cooling to room temperature, the reaction mixture was filtered through a pad of celite and partitioned between ethyl acetate and water. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated. Purification by HPLC gave the title compound 58 mg (28% yield) as a light-brown solid. ?H NIVIR 400 MHz (DMSO-d6) 13.31 (br, 1H), 8.39 (d, J= 4 Hz, 1H), 7.98 (d, J= 8 Hz, 1H), 7.01 (m, 2H), 4.05 (s, 3H), 3.98 (s, 3H), 2.46 (m, 8H),MSm/z:385.23 [M+ 1].

The synthetic route of 98138-75-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; HATCHER, John; CHOI, Hwan, Geun; (198 pag.)WO2016/130920; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 354574-56-4, 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 354574-56-4, name is 4-Bromo-2,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: 4-(3,5-Difluoro-phenyl)-2,6-dimethyl-pyrimidine To a suspension of 8.0 g, (43 mmol) of 4-Bromo-2,6-dimethyl-pyrimidine [CAS 354574-56-4], 8.1 g (51 mmol, 1.2 equiv.) of 3,5-Difluorophenylboronic acid, an 1.917 g (33.0 mmol, 3.3 equiv.) of KF in 80 ml of DME were added 20 ml of 2M sodium carbonate solution and the mixture was purged with Argon for 10 min. Then 2.24 g (8.6 mmol, 0.2 equiv.) of Triphenylphosphine and 0.96 g (4.3 mmol, 0.1 equiv.) of Palladium acetate were added and the mixture was stirred under Argon atmosphere for 18 h at 85 C. The reaction was allowed to cool to r.t., and worked up with ethyl acetate/water. The crude material was purified by flash chromatography on silicagel (heptane/ethyl acetate 1:1) to yield the title compound (1.96 g, 21%) as a red solid, MS (ISP): m/e=221.2 (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 354574-56-4, 4-Bromo-2,6-dimethylpyrimidine.

Reference:
Patent; Jaeschke, Georg; Spooren, Will; Vieira, Eric; US2007/197553; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide. This compound has unique chemical properties. The synthetic route is as follows. name: N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide

A solution of DIAD (0.24 mL, 1.20 mmol) in anhydrous THF (1 mL) was added dropwise to amixture of 34 (180 mg, 0.74 mmol), 4a (150 mg, 0.61 mmol), and Ph3P (300 mg, 1.20 mmol)in anhydrousTHF (10 mL) at room temperature. The reaction mixture was stirred for 24 h, andit was then concentrated under reduced pressure. The crude residue was purified by columnchromatography on silica gel (gradient DCM/MeOH, 60:1, v/v; 40:1, v/v; 30:1, v/v) to give 36a(220 mg, 78%) as a colorless oil. 1H NMR (300 MHz, 0D013): 68.16 (s, 1H, NHCO), 7.29(dd,J= 0.9 Hz, 1H, H-6), 6.53 (dd, J= 3.6, 0.9 Hz, 1H, H-6), 4.74-4.31 (m, 4H, H-31 ,H-i ), 4.18-3.86 (m, 7H, H-2?, 2 x 0H20H3, PCH2), 1.36-i .27 (m, 15H, (0H3)30, 2 x 0H20H3); 130 NMR(150 MHz, 0D013): 6175.7 (NHCO), 152.3 (0-4, C-7a), 151.6 (0-2), 130.1 (0-6), 114.2 (C-4a),100.1 (0-5), 82.9 (d, 1Jc,p = 173.2 Hz, C-3 ), 79.4 (dd, 2JC,F = 19.1 Hz, 3Jc,p = 10.9 Hz, C-2 ),64.9 (d, 1Jc,p = 166.9 Hz, CH2P), 62.7, 62.6 (CH2CH3), 44.9 (d, 3JC,F = 8.5 Hz, C-i ), 40.5(C(0H3)3), 27.7 (C(CH3)3), 16.7, 16.6 (CH2CH3); 31P NMR (121 MHz, 0D013): 620.9; HRMS for019H2901FN405P [M+H] calcd.: 479.1621, found: 479.1617.

With the rapid development of chemical substances, we look forward to future research findings about 149765-15-1.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; ANDREI, Graciela; DE JONGHE, Steven; GROAZ, Elisabetta; HERDEWIJN, Piet; LUO, Min; SCHOLS, Dominique; SNOECK, Robert; (81 pag.)WO2018/55071; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia