Tag: M.W:100-200

Application of 37554-70-4 ,Some common heterocyclic compound, 37554-70-4, molecular formula is C5H4ClFN2O, 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: (5-Fluoro-4-methoxypyrimidin-2-yl)isobutylamine; To a stirred solution of 2-chloro-5-fluoro-4-methoxypyrimidine (10.0 g, 61.7 mmol) and isobutylamine (6.8 g, 92.6 mmol) in MeCN (200 ml) was added DIEA (11.9 g, 92.6 mmol). The mixture was stirred at 80 C for 12 h. At the end of the reaction, the resulting mixture was cooled and partitioned between EtOAc (200 ml) and H2O (200 ml). The EtOAc layer was washed with brine (200 ml), dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel, eluting with 2-5% EtOAc/PE to afford 5.2 g (42% yield) of the product as a yellow solid.1H NMR (400 MHz, CDCl3) delta 7.92 (d, J = 2.8 Hz, 1H), 5.03 (br s, 1H), 3.99 (s, 3H), 3.21 (t, J = 6.4 Hz, 2H), 1.91 (m, 1H), 0.99 (d, J = 6.4 Hz, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,37554-70-4, its application will become more common.

Reference:
Article; Wada, Hiroki; Cheng, Lili; Jiang, Ji; Jiang, Zhigan; Xie, Jun; Hu, Tao; Sanganee, Hitesh; Luker, Tim; Tetrahedron Letters; vol. 53; 14; (2012); p. 1720 – 1724;,
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. 4472-45-1, name is 4-Chloro-2,6-dimethylpyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 4472-45-1

General procedure: To a solution of 2,4-Dichloropyrimidine (1) (0.149g, 1.0 mmol) in 15 mL isopropanol was added 4-methoxy-N-methylaniline derivative (2) (1.0 mmol). The reaction mixture was stirred at room temperature and monitored by TLC. When the reaction was completed, the solvent was removed under vacuum and the slurry was dilute with water (10 mL). The solution was adjusted to pH 9 with a saturated NaHCO3 solution, extracted with ethyl acetate (10 mL¡Á3) for three times, the organic phase was washed with water (10 mL), dried over sodium sulfate, concentrated and purified by column chromatography to give the target compound 3a-3b.

The synthetic route of 4472-45-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Shaoyu; An, Baijiao; Li, Yuxin; Luo, Xunbang; Li, Xingshu; Jia, Xian; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1769 – 1775;,
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Pyrimidine – Wikipedia

Electric Literature of 39906-04-2, 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. 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine. A new synthetic method of this compound is introduced below.

1- 7A-80) a 4, 6-Dichloro-2-methylpyrimidin-5-ylamine (100 mg, 0.56 MMOL) and 4-chlorophenylamine (86 mg, 0.68 MMOL) were combined in H20 (1.5 ml) and 10: 1 ethanol/HCI (0.24 ml) and heated to reflux for 6 h. The reaction mixture was cooled and H20 added to it. The product was collected by filtration and dried on high vacuum to give the desired compound 1- 7A-80) a as a tan solid (173 mg) that was carried on crude: +ESI MS (M+1) 269.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39906-04-2, 4,6-Dichloro-2-methylpyrimidin-5-amine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/37823; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 89466-42-2 ,Some common heterocyclic compound, 89466-42-2, molecular formula is C6H7ClN2OS, 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 solution of 4-CHLORO-6-METHOXY-2-METHYLSULFANYL-PYRIMIDINE (900 MG), KF (274 mg), K2CO3 (1. 3 gram) and L-LEUCINOL (830 mg) in DMSO (20 ml) was stirred at 100C for 3 days. The solution was taken up in water, and extracted three times with ethyl acetate. The ethyl acetate layers were combined, washed with brine, dried over magnesium sulfate, filtered, and the solvents were removed in vacuo. Silica gel chromatography (heptane/ethyl acetate 3/1) provided 747 mg of the title compound. MS (m/z) 272 [M+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. 89466-42-2, 4-Chloro-6-methoxy-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2004/63192; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-08-8, 5-(Trifluoromethyl)pyrimidin-2-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, Computed Properties of C5H4F3N3, blongs to pyrimidines compound. Computed Properties of C5H4F3N3

To a 20 ml glass vial was added (RS)-2-(4-bromo-3-fluoro-phenyl)-morpholine-4-carboxylic acid tert-butyl ester (200 mg, example 96(e)) and 5-trifluoromethyl-pyrimidin-2-ylamine (145 mg, CAS 69034-08-8) in dioxane (5 ml). The reaction mixture was purged with argon for 5 min. 2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (38.9 mg),tris(dibenzylideneacetone)dipalladium(0) (20.3 mg) and sodium tert-butoxide (59.9 mg) were then added. The vial was capped and heated at 120 C for 16 h. The reaction mixture was then filtered through sintered glass and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography (silica gel; gradient: 0% to 50% EtOAc in heptane) to afford (RS)-2-[3-fluoro-4-(5-trifluoromethyl-pyrimidin-2-ylamino)-phenyl]-morpholine-4- carboxylic acid tert-butyl ester (115 mg, 47%) as a yellow gum. MS (ISP): 441.4 ([M-H]”).

The synthetic route of 69034-08-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GALLEY, Guido; NORCROSS, Roger; PFLIEGER, Philippe; WO2012/126922; (2012); A1;,
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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. 7752-82-1, name is 5-Bromopyrimidin-2-amine. A new synthetic method of this compound is introduced below., name: 5-Bromopyrimidin-2-amine

c) 6-Bromo-imidazo[1,2-a]pyrimidine; 50 mmol of 5-bromo-pyrimidin-2-ylamine are dissolved in 200 mi of saturated aqueous sodium hydrogencarbonate solution. 55 mmol of chloroacetaldehyde are added to the reaction mixture and the mixture is stirred for 24 hours at 25C. The mixture is extracted with ethyl acetate (3×300 mi) and the combined extracts are dried over sodium sulphate and evaporated under reduced pressure. Flash chromatography (Si02 60F) of the residue provides the title compound which is identified on the basis of its Rf-value.

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, 7752-82-1, 5-Bromopyrimidin-2-amine.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2005/90305; (2005); 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.287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, molecular weight is 172.57, as common compound, the synthetic route is as follows.Product Details of 287714-35-6

[0190] Step a: A mixture of 3-(7-chloro-1H-indol-4-yl)-2-(2,6-diethylphenyl)-4,5,6,7- tetrahydropyrazolo[4,3-c]pyridine hydrochloride (75 mg, 0.17 mmol), methyl 2- chloropyrimidine-5-carboxylate (60 mg, 0.34 mmol) and NEt3 (0.12 mL, 0.85 mmol) in CH3CN (2 mL) was stirred at 80 C for 15 min. It was then cooled to room temperature, diluted with EtOAc, washed with aqueous NaHCO3 and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (0 to 60% EtOAc in hexanes) to afford methyl 2-[3-(7-chloro-1H-indol-4-yl)-2-(2,6-diethylphenyl)-6,7- dihydro-4H-pyrazolo[4,3-c]pyridin-5-yl]pyrimidine-5-carboxylate . MS: (ES) m/z calculated for C30H30ClN6O2 [M + H]+ 541.2, found 541.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (2018); 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 56741-94-7, name is 2-Amino-6-phenylpyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Amino-6-phenylpyrimidin-4(3H)-one

b 4-Chloro-6-phenyl-pyrimidin-2-ylamine A stirred suspension of 3.69 g (19.7 mmol) 2-amino-6-phenyl-3H-pyrimidin-4-one in 4.5 ml (49.2 mmol) phosphorus oxychloride was heated at reflux for 2 h. The reaction mixture was then cooled to about 70 C. and poured cautiously onto 20 ml rapidly stirred ice-water. The mixture was briefly warmed to room temperature and then was recooled to 0 C. 100 ml 25% ammonium hydroxide solution was added and the resulting crystals were collected by filtration and washed with ice-cold water and then with a little ether to afford 3.49 g (86%) 4-chloro-6-phenyl-pyrimidin-2-ylamine as a pale yellow crystalline solid. EI-MS m/e (%): 207 (M{37Cl}+, 35), 206 ([M{37Cl}-H]+, 30)., 205 (M{35Cl}+, 100), 204 ([M{35Cl}-H]+, 56), 170 ([M-Cl]+, 35), 128 (([M-C6H5]+, 85).

With the rapid development of chemical substances, we look forward to future research findings about 56741-94-7.

Reference:
Patent; Borroni, Edilio Maurizio; Huber-Trottmann, Gerda; Kilpatrick, Gavin John; Norcross, Roger David; US2001/27196; (2001); 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4HCl3N2

General procedure: To a solution of 2,4-dichloro-5-fluoropyrimidine (0.5 g, 2.99 mmol) and (2-aminophenyl)dimethylphosphineoxide (0.323 g, 1.907 mmol) in DMF (6.36 mL) wasadded potassium carbonate (0.828 g, 5.99 mmol). The reactionmixture was stirred at 70 C for overnight. After completion of thereaction, the resulting mixture was cooled to room temperature,quenched with water, extracted with DCM and washed with brine.The combined organic layer was dried over Na2SO4, filtered andconcentrated under reduced pressure. The residue was purified byflash column chromatography on silica gel (0-20% MeOH in DCM)to give 3f as a yellowish solid (0.178 g, 31%).

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, 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Article; Jang, Jaebong; Son, Jung Beom; To, Ciric; Bahcall, Magda; Kim, So Young; Kang, Seock Yong; Mushajiang, Mierzhati; Lee, Younho; Jaenne, Pasi A.; Choi, Hwan Geun; Gray, Nathanael S.; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 497 – 510;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 157335-93-8, 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. 157335-93-8, name is 4,6-Dimethylpyrimidine-5-carboxylic acid, molecular formula is C7H8N2O2, 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 110a (51 mg, 0.10 mmol) and DCM (5 mL) was added TFA (1 mL) and the reaction was stirred at RT for 6 h. The solvent was evaporated in vacuo and the residue partitioned between 5M KOH and EtOAc. The phases were separated and the aqueous extracted two times with EtOAc. The combined organic extracts were washed with water and brine, dried (Na2SO4), filtered and evaporated to afford 110b. To a solution of 110b (17 mg, 0.04 mmol), 4,6-dimethylpiperidine-5 carboxylic acid (7 mg, 0.044 mmol), HOBt (7 mg, 0.052 mmol) and DMF (0.5 mL) was added EDCI (10 mg, 0.052 mmol) followed by DIPEA (21 mul, 0.12 mmol). The reaction was stirred at RT for 18 h. The reaction was quenched with water and diluted with EtOAc. The phases were separated and the aqueous extracted two times with EtOAc. The combined EtOAc extracts were dried (Na2SO4), filtered and evaporated. The crude material was purified by Prep HPLC to give 8.1 mg (37%) of IV-13 as a white solid: MS (ESI), m/z 542 (M+H).

According to the analysis of related databases, 157335-93-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Rotstein, David Mark; Melville, Chris Richard; US2008/249087; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia