Month: August 2021

Related Products of 504-17-6, 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 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of isatins or acenaphthoquinone (1 mmol), activated methylene reagents (1 mmol), 1,3-dicarbonyl compounds (1 mmol) and SBA-15-DABCO (0.085 g, 7 mol%) in water was stirred at 25 or 50 C. Upon compilation, monitored by TLC (n-hexane / ethyl acetate 2 / 1), the reaction mixture was allowed to cool to room temperature. The precipitate was filtered and dissolved in acetone. The catalyst was separated by filtration of this solution. The solution was concentrated under vaccum to afford the product, which was purified by recrystallization in the ethanol.

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 504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine.

Reference:
Article; Baharfar, Robabeh; Azimi, Razieh; Synthetic Communications; vol. 44; 1; (2014); p. 89 – 100;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4595-60-2, 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.4595-60-2, name is 2-Bromopyrimidine, molecular formula is C4H3BrN2, molecular weight is 158.984, as common compound, the synthetic route is as follows.

In a 250 round bottom flask was placed butyl lithium (6.1 mL, 2.5 M in hexanes, 15.2 mmol) in THF at -78 C under Ar. To this was added 6 (2.0 g, 12.7 mmol), stirred for 15 min and added Zinc chloride (38.1 mL, 0.5 M in THF, 19.1 mmol). The mixture was warmed up to room temperature and stirred for 1 hr. To this was added 2-bromopyrimidine (2.4 g, 15.2 mmol) and Pd(PPh3J4 (293 mg, 0.252 mmol). The reaction was heated to reflux overnight, cooled to room temperature and filtered. The filtrate was partitioned between brine and ethyl acetate. The organic layer was dried over sodium sulfate and concentrated. The resulting mixture was purified by biotage column chromatography to afford 7AS (936 mg, 54.2%)

Statistics shows that 4595-60-2 is playing an increasingly important role. we look forward to future research findings about 2-Bromopyrimidine.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4869-46-9, 1,3-Dimethyluracil-5-carboxaldehyde, 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: 1,3-Dimethyluracil-5-carboxaldehyde, blongs to pyrimidines compound. name: 1,3-Dimethyluracil-5-carboxaldehyde

General procedure: A mixture of amine 3 (0.1 g, 0.45 mmol) and 5-formyl-N,Ndimethyluracil(17, 0.15 g, 0.9 mmol) in C6H6 was refluxed. When the reaction was finished (TLC monitoring), the mixturewas evaporated. The residue was dissolved in MeOH (1 mL), cooled, treated with NaBH4 (0.22 g, 5.85 mmol), stirred ona magnetic stirrer for 1 h (TLC monitoring), and concentrated. The residue was dissolved in H2O and extracted with CHCl3(5 × 10 mL). The extracts were combined, dried over Na2SO4, and evaporated. The residue was chromatographed over SiO2(eluent EtOAc-hexane, 1:2) to afford 18 (0.1 g, 60%). Amorphous compound, [alpha]D20 -23.0 ( 1.04, CHCl3). Rf 0.5(CHCl3-MeOH, 95:5). C19H25N5O3. IR spectrum (film, nu, cm-1): 3325, 3053, 2935, 2841, 2780, 2740, 2711, 2283, 1701,1663, 1640, 1591, 1565, 1554, 1483, 1458, 1374, 1342, 1274, 1255, 1209, 1183, 1150, 1089, 1041, 1000, 970, 936, 800, 732,699. 1 NMR spectrum (CDCl3, delta, ppm, J/Hz): 1.74 (1H, dtd, J = 12.8, 3.3, 1.2, H-12anti), 1.84 (1H, dtt, J = 12.8, 3.4, 1.7,H-12syn), 2.14 (3H, s, H-1???), 2.22-2.25 (2H, m, H-4ex, H-2ex), 2.43 (1H, m, H-5), 2.84 (1H, ddt, J = 10.6, 3.4, 1.7, H-2en),2.90 (1H, m, H-1), 2.95 (1H, ddt, J = 11.0, 3.4, 1.7, H-4en), 3.36 (3H, s, H-7??), 3.37 (3H, s, H-8??), 3.95 (1H, ddd, J = 15.1, 6.8,1.2, H-6ex), 4.12 (2H, s, H-1?), 4.14 (1H, dt, J = 15.1, 1.2, 1.2, H-6en), 5.47 (1H, br.s, H-2?), 5.95 (1H, d, J = 7.4, H-11), 6.19(1H, d, J = 7.4, H-10), 7.15 (1H, s, H-6??). 13C NMR spectrum (CDCl3, delta, ppm): 26.0 (CH2, C-12), 27.8 (CH, C-5), 27.9 (CH3,C-8??), 34.5 (CH, C-1), 37.1 (CH3, C-7??), 40.0 (CH2, C-1?), 46.3 (CH3, C-1???), 50.2 (CH2, C-6), 62.0 (CH2, C-4), 63.0 (CH2,C-2), 105.3 (CH, C-11), 108.2 (CH, C-10), 110.0 (C, C-5??), 135.4 (C, C-9), 136.4 (C, C-11a), 139.6 (CH, C-6??), 151.7 (C,C-2??), 158.0 (C, C-8), 163.2 (C, C-4??). 15N NMR spectrum (CDCl3, delta, ppm): 29.9 (N-3), 53.3 (N-2?), 122.3 (N-1??), 154.9(N-3??), 168.9 (N-7).

The synthetic route of 4869-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tsypysheva; Petrova; Koval?skaya; Lobov; Maksimova; Zainullina; Vinogradova; Vakhitov; Vakhitova, Yu. V.; Galin; Chemistry of Natural Compounds; vol. 54; 5; (2018); p. 938 – 946; Khim. Prir. Soedin.; 5; (2018); p. 794 – 801,8;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5948-71-0, Ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 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, Computed Properties of C14H15ClN2O3, blongs to pyrimidines compound. Computed Properties of C14H15ClN2O3

3,4-Dihydropyrimidin-2(1H)-ones and iodine (1:1 mol) were taken in DMSO, and irradiated in microwave reactor at 120 C for 5 min. The completion of reaction was monitored by TLC (ethylacetate:hexane = 50:50). The brown-red colored reaction mixture was poured into saturated solution of sodium thiosulfate. The separated solid product was filtered, dried and recrystallized from methanol.

The synthetic route of 5948-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kodape, Manisha M.; Aswar, Anand S.; Gawhale, Nandkishor D.; Humne, Vivek T.; Mir, Bilal Ahmad; Chinese Chemical Letters; vol. 23; 12; (2012); p. 1339 – 1342;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 63558-65-6, 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 63558-65-6 as follows.

Step 2: torf-Butyl 3-[(4-chloropyrimidiii-5-yl)(b.ydroxy)methy]]-lH-pyrazole-l-carboxylate Into a flame dried RBF with stirbar was added 4-chloro-5-iodopyrimidine (12.3 g, 51 mmol) dissolved in THF (200 mL). The flask was purged with argon and cooled to -95 C. To this solution was added dropwise n-butyllithium (2.5 M in hexane; 43 mL, 107 mmol) at -95 C and the mixture was stirred for 10 min. To this mixture was added fert-butyl 3-formyl-lH-pyrazole-l-carboxylate (9.1 g, 46 mmol) dissolved in THF (30 mL) dropwise at -95 C. The reaction was stirred at -78 C for 30 min. The reaction was quenched with a solution of acetic acid (7.9 mL) in THF (15 mL) and then allowed to warm to rt. Water (80 mL) was added and the mixture extracted with EtOAc (3 ). The combined organic layers were then washed with water and brine, dried over Na2SC>4, filtered and concentrated. The crude product was purified on silica gel to give tert-butyl 3-[(4-chIoropyrimidin-5-yl)(hydroxy)methyl]-lH-pyrazole-l- carboxylate (10.2 g, 64%). LCMS (AA): m/z = 311 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63558-65-6, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, 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, Quality Control of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, blongs to pyrimidines compound. Quality Control of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid

A mixture of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid (5.6 g, 24.3 mmol) in xylene (50 mL) was refluxed for 2h. After cooling, the mixture was applied directly to a silica column, which was eluted with petroleum ether, then ethyl acetate in petroleum ether (5%) to give compound 0601-121 (1.7 g, 38%) as a yellow liquid. 1H NMR (400 MHz, DMSO-de): 1.26 (t, J = 7.6 Hz, 3H), 2.87 (q, J= 7.6 Hz, 2H), 8.90 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; CURIS, INC.; BAO, Rudi; LAI, Chengjung; QIAN, Changgeng; WO2011/130628; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1193-21-1, name is 4,6-Dichloropyrimidine. A new synthetic method of this compound is introduced below., Safety of 4,6-Dichloropyrimidine

Example 38; Preparation of 4-[6-(4-trifluoromethoxyphenyl)-pyrimidin-4-yl]-benzaldehyde Step 1. 4-Chloro-6-(4-trifluoromethoxy-phenyl)-pyrimidine was prepared by palladium-catalyzed arylation of 4,6-dichloropyrimidine and 4-trifluoromethoxyphenyl boronic acid. 1H NMR (400 MHz, CDCl3) delta 9.05 (s, 1H), 8.14 (d, J=9.8 Hz, 2H), 7.74 (m, 1H), 7.36 (d, J=8.4 Hz, 2H); EIMS 274 m/z (M+).

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, 1193-21-1, 4,6-Dichloropyrimidine.

Reference:
Patent; Dow AgroSciences LLC; US2009/209476; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. A new synthetic method of this compound is introduced below., COA of Formula: C15H13ClN2O4

EXAMPLE 1 This Example illustrates the preparation of (E)-methyl 2-[2-(6-(2–cyanoanilino)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (Compound No. 377 of Table I). (E)-Methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (1.0 g), was treated with sodium methanethiolate (1.09 g) at room temperature in chloroform (15 ml) and water (10 ml) in the presence of a catalytic amount of tetrabutylammonium bromide. After stirring overnight, the chloroform layer was separated and the remaining aqueous layer was further extracted with chloroform. The combined chloroform layers were washed with water, dried and concentrated to give an orange oil. Chromatography using a mixture of ether and hexane (2:1) gave (E)-methyl 2-[2-(6-methylthiopyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (0.92 g, 89% yield) as a pale yellow oil; 1H NMR: delta 2.52(3H,s), 3.59(3H,s), 3.73(3H,s), 6.55(1H,s), 7.17(1H,d), 7.20-7.55(3H,m), 7.45(1H,s), 8.57(1H,s) ppm.

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, 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; Clough, John Martin; Godfrey, Christopher Richard Ayles; Streeting, Ian Thomas; Cheetham, Rex; de Fraine, Paul John; Bartholomew, David; Eshelby, James John; US2003/60626; (2003); 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. 14080-56-9, name is Thieno[2,3-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a solution of 6-bromo-8-methyl-2H-spiro[imidazo[1 ,5-a]pyridine-3,3?-thietane]-l ,5-dione (prepared according to example 173a, 100 mg, 332 pmol) and thieno[2,3-d]pyrimidin-4- amine (GAS 14080-56-9, 55.2 mg, 365 pmol) in 1 ,4-dioxane (11 mL) was added cesiumcarbonate (20.6 mg, 35.5 pmol) and the mixture was degassed and purged with argon several times. 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (16.9 mg, 35.5 pmol), 2- (dicyclohexyl-phosphino)-2,4, 6-triisopropylbiphenyl (7.98 mg, 35.5 pmol), palladium(ll)acetate (32.5 mg, 35.5 pmol) and tris(dibenzylideneacetone)dipalladium(0) (325 mg, 996 pmol) were added and the mixture was stirred at 100cC for 2 hours. Themixture was concentrated and the residue purified by flash chromatography (Biotage SNAP cartridge silica 25 g, ethanol: dichloromethane). The isolated product was taken up in ethanol and stirred at RT. The solid was filtered off under vacuo and dried to give 27.0 mg (21% yield) of the title compound.LG-MS: m/z = 372.2 [M÷H].1H-NMR (400 MHz, DMSO-d6) 6 [ppm]= 1.035 (0.63), 1.052 (1.21), 1.070 (0.63), 2.322(0.75), 2.327 (1.01), 2.331 (0.79), 2.447 (16.00), 2.522 (3.03), 2.665 (0.75), 2.669 (0.97),2.673 (0.74), 3.300 (3.97), 4.679 (3.83), 4.705 (3.78), 5.759 (0.60), 7.831 (2.67), 7.846(3.88), 7.908 (3.86), 7.922 (2.65), 8.625 (5.57), 8.699 (6.02), 9.157 (3.44), 10.731 (3.01).

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, 14080-56-9, Thieno[2,3-d]pyrimidin-4-amine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAYER AKTIENGESELLSCHAFT; KLAR, Ulrich; BOHLMANN, Rolf; SCHAeCKE, Heike; SUeLZLE, Detlev; MENZ, Stephan; PANKNIN, Olaf; (249 pag.)WO2018/134148; (2018); 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.35265-83-9, name is 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, molecular formula is C7H4Cl2N2S, molecular weight is 219.09, as common compound, the synthetic route is as follows.Computed Properties of C7H4Cl2N2S

Reference Example 58 2-Chloro-4-dodecylamino-7-methylthieno[3,2-d]pyrimidine In 1 ml of DMF, 700 mg (3.2 mmol) of 2,4-dichloro-7-methylthieno[ 3,2-d]pyrimidine was dissolved, and then 1.30 g (7.0 mmol) of dodecylamine was added dropwise thereto over 5 minutes. The reaction solution was stirred at 0C. for one hour and then allowed to resume room temperature, followed by stirring for further 1 hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane={fraction (1/10)}) to give 745 mg (yield: 63.4%) of the title compound. NMR (delta, CDCl3): 0.88 (3H, t, J=7 Hz), 1.26-1.44 (18H, m), 1.65-1.72 (2H, m), 2.42 (3H, s), 3.63-3.68 (2H, m), 4.98 (1H, br), 7.35 (1H, s)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia