Tag: M.W:100-200

Application of 69696-37-3 ,Some common heterocyclic compound, 69696-37-3, molecular formula is C6H7BrN2, 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.

A mixture of B16.5 (12 g, 64 mmol), bis(pinacolato)diboron (22.8 g, 89.6 mmol, 1.4 eq), KOAc (18.8 g, 192 mmol, 3.0 eq), and Pd(dppf)Cl2 (2.34 g, 3.2 mmol) in 200 mL of anhydrous dioxane was heated at 90 C and stirred for 4 h under N2. The solvent was removed under reduced pressure, the residue was diluted with 300 mL mixed solvent (PE:EtOAc = 4:1), filtered and concentrated. The crude product was purified by flash column chromatography (PE:EtOAc = 2:1 to 1:1) to give the title compound (10 g, 66%) as a yellow oil. LC-MS: [MH]+ = 235.

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. 69696-37-3, 5-Bromo-2,4-dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue; ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (193 pag.)WO2017/221092; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 206564-00-3 , The common heterocyclic compound, 206564-00-3, name is 4-(2-Furyl)pyrimidin-2-amine, molecular formula is C8H7N3O, 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.

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).

The synthetic route of 206564-00-3 has been constantly updated, and we look forward to future research findings.

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 53135-24-3, 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. 53135-24-3, name is Ethyl 2-methyl-6-oxo-1,6-dihydropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

ethyl 4-chloro-2-methylpyrimidine-5-carboxylate Phosphorus oxychloride (50 mL, 23.33 mmol) was added to ethyl 2-methyl-6-oxo-1,6-dihydropyrimidine-5-carboxylate (Intermediate 174, 4.25 g, 23.33 mmol). The insoluble mixture was refluxed for 30 minutes. The product was soluble in POCl3 where as the starting material was not. The excess POCl3 was removed under vacuum. The mixture was evaporated to dryness and redissolved in EtOAc (100 mL), and washed sequentially with water (75 mL) and saturated brine (75 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 10 to 30% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford ethyl 4-chloro-2-methylpyrimidine-5-carboxylate (2.70 g, 57.7%) as a colourless oil. 1H NMR (400.132 MHz, CDCl3) delta 1.42 (3H, t), 2.78 (3H, s), 4.44 (2H, q), 9.05 (1H, s) m/z (ESI+) (M+H)+=201; HPLC tR=2.17 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53135-24-3, its application will become more common.

Reference:
Patent; AstraZeneca AB; US2009/264401; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1480-66-6, 6-Chloro-2-(trifluoromethyl)pyrimidin-4-amine, 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, Product Details of 1480-66-6, blongs to pyrimidines compound. Product Details of 1480-66-6

6-Chloro-2-(trifluoromethyl)pyrimidin-4-amine (50 mg, 0.221 mmol) and potassium thioacetate (37.9 mg, 0.331 mmol) in Dioxane (3 ml) were heated in microwave (Temp. l00C, Hold time 10 min., Pressure 300, Power 150). After cooling, excess solvent was evaporated under reduced pressure. The reaction mixture was partitioned between ethyl acetate and water. The aqueous phase was extracted again with ethyl acetate. The organic solvent was then dried over MgS04 and evaporated under reduced pressure. The combined organic layers were dried over anhydrous MgS04 and evaporated under reduced pressure. The obtained residue was taken to the next step without further purification. LC/MS: m/z 196 (M+H)+.

The synthetic route of 1480-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HELMHOLTZ-ZENTRUM FUeR INFEKTIONSFORSCHUNG GMBH; AHMED, Ahmed S. A.; EMPTING, Martin; HAMED, Mostafa; HARTMANN, Rolf W.; HAUPENTHAL, Joerg; HASTERKAMP, Thomas; KAMAL, Ahmed A. M.; MAURER, Christine K.; ROeHRIG, Teresa; SCHUeTZ, Christian; YAHIAOUI, Samir; ZENDER, Michael; (128 pag.)WO2020/7938; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 30129-57-8, 6-Methyl-1H-pyrazolo[3,4-d]pyrimidin-4(7H)-one, 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

Example 63A 4-Chloro-6-methyl-1H-pyrazolo[3,4-d]pyrimidine This compound was prepared according to a modified specification from: C. C. Cheng, R. K. Robins, J. Org. Chem. 1958, 23, 191. 4.878 g (33.2 mmol) of 6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-ol (J. Org. Chem. 1958, 23, 191) was put in 50 ml toluene, 15.5 ml (165.8 mmol) of phosphoryl chloride and 12.7 ml (72.9 mmol) of diisopropyl ethylamine were added and it was stirred for 1 h at 80 C. It was concentrated by evaporation and distributed between ethyl acetate and 1 M hydrochloric acid. The organic phase was dried over sodium sulphate and concentrated by evaporation. The residue (4.464 g, 92% purity, 73% of theor.) was processed further without purification. LC-MS (method 1): Rt=0.53 min; MS (ESIpos): m/z=169 (M+H)+

The synthetic route of 30129-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; FOLLMANN, Markus; STASCH, Johannes-Peter; REDLICH, Gorden; GRIEBENOW, Nils; LANG, Dieter; WUNDER, Frank; HUeBSCH, Walter; LINDNER, Niels; VAKALOPOULOS, Alexandros; TERSTEEGEN, Adrian; US2013/338137; (2013); A1;,
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. 83774-13-4, name is 4-Chloro-6-isopropoxypyrimidine, molecular formula is C7H9ClN2O, 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. category: pyrimidines

Production Example 1; In 0.5 ml of tetrahydrofuran was suspended 0.02 g of sodium hydride (60% in oil), to which 0.1 ml of a solution containing 0.02 g of 2-butyn-1-ol in tetrahydrofuran was added dropwise at room temperature. After stirring at room temperature for 20 minutes, 0.1 ml of a solution containing 0.05 g of 4- chloro-6- (isopropyloxy) pyrimidine in tetrahydrofuran was added dropwise at room temperature, followed by stirring for 2 hours. The mixture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.05 g of 4- (2- butynyloxy) -6-isopropoxypyrimidine (the present compound (1)). ‘H-NMR : 1.34 (d, 6H), 1.87 (t, 3H), 4.94 (q, 2H), 5.25-5. 34 (m, 1H), 6.05 (s, 1H), 8.42 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 83774-13-4.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2003/76415; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1196152-00-7, 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. 1196152-00-7, name is Ethyl 2-chloropyrimidine-4-carboxylate, molecular formula is C7H7ClN2O2, 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.

Exemplified dye D-2-8a was synthesized in the same manner as exemplified dye D-1-1a, except that compound d-1-8 for exemplified dye D-1-1a was changed to compound d-37-4.

According to the analysis of related databases, 1196152-00-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM Corporation; Tani, Yukio; Kobayashi, Katsumi; (63 pag.)US9953768; (2018); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 7399-93-1 ,Some common heterocyclic compound, 7399-93-1, molecular formula is C6H6N2O3, 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.

Example 96-Oxo-1,6-dihydropyrimidine-4-carbohydrazide; The subtitle compound of step 9A was stirred as a slurry in anhydrous methanol and hydrazine monohydrate (3 eq.) was added. The solid first dissolved but within 5 minutes the product started to precipitate. More methanol was added and the slurry was stirred at it overnight, filtered, washed with methanol, and dried in vacuo to give the title product (91%).1H NMR (400 MHz, DMSO-d6): delta 12.36 (broad s, 1H), 9.88 (s, 1H), 8.23 (s, 1H), 6.67 (s, 1H), 4.67 (s, 2H).

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. 7399-93-1, Methyl 6-oxo-3,6-dihydropyrimidine-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca AB; US2009/111821; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1245506-61-9, 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.1245506-61-9, name is 2-Chloro-5-methoxy-4-methylpyrimidine, molecular formula is C6H7ClN2O, molecular weight is 158.59, as common compound, the synthetic route is as follows.

(2) 2-Chloro-4-methylpyrimidin-5-ol (Prep 1-2)A dichloromethane solution (50 ml) of the compound Prep 1-1 (6.6 g) was added dropwise to a dichloromethane solution (1.0 M: 100 ml) of boron tribromide, and the obtained mixture was then stirred at room temperature for 4 days. Thereafter, methanol was added to the reaction mixture, and a 5 N sodium hydroxide aqueous solution was then added to the reaction solution for neutralization. Liquid separation and extraction were carried out successively using chloroform and ethyl acetate at a pH value of approximately pH 2 to 3. The organic layer was dried over magnesium sulfate, and the solvent was then concentrated under reduced pressure. Diethyl ether was added to the obtained residue to solidify it, and the solidified product was collected by filtration and was then dried, so as to obtain the title compound.1H-NMR (400 MHz, DMSO-d6) delta (ppm): 2.32 (s, 3H), 8.09 (s, 1H), 10.61 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 1245506-61-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2012/95031; (2012); 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 216309-28-3, name is 5-((Trimethylsilyl)ethynyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 216309-28-3

[5-METHYL-3-PYRIMIDIN-5-YL-2- (TRIMETHYLSILYL)-LH-PYRROLOF2, 3-B1PYRIDINE] A mixture of [3-IODO-5-METHYLPYRIDIN-2-AMINE] (2.0 g, 8.64 [MMOL),] bis (triphenylphosphine) palladium (II) chloride [(0. 48] g, 0.58 mmol), [1,] 4-diazabicyclo (2,2, 2) octane (1.66 g, 14.8 [MMOL), 5-[(TRIMETHYLSILYL) ETHYNYL] PYRIMIDINE] (1.97 g, 11.2 mmol) and N, N-dimethylformamide (10 ml) was heated to [110 C] for 16 h. The reaction mixture was evaporated and the crude product was purified by column chromatography (silica gel, ethyl acetate-heptane gradient from 0: 100 to 100: 0) to yield the subtitle compound (0.86 g, 35%). 1H-NMR (400 MHz, DMSO-d6) : [8] 11.75 (s, 1H), 9.40 (s, 1H), 8.83 (s, 2H), 8.16 (d, [J] 1. 7 Hz, 1H), 7.64-7. 62 (m, [1H),] 2.34 (s, 3H), 0.44 (s, 9H). APCI-MS m/z: 283.2 [[MH+].]

With the rapid development of chemical substances, we look forward to future research findings about 216309-28-3.

Reference:
Patent; ASTRAZENECA AB; WO2004/16609; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia