Day: February 22, 2021

Related Products of 71406-78-5, 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. 71406-78-5, name is Ethyl 4-amino-2-chloropyrimidine-5-carboxylate, molecular formula is C7H8ClN3O2, 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 stirred solution of (R)-tert-butyl 2-(3-(tert-butoxycarbonyl)piperazin-1-yl)- 7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (12 g, 28.60 mmol, 1.0 equiv) in MeCN (150 mL) was added K2CO3 (7.91 g, 57.20 mmol, 2.0 equiv) and ethyl 4-amino-2- chloropyrimidine-5-carboxylate (6.92 g, 34.32 mmol, 1.2 equiv). The reaction mixture was stirred at 80 C for 12 h, at which point the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Purification by silica gel chromatography (0%17% EtOAc/petroleum ether) afforded the desired product (16 g, 91.6% yield) as a yellow solid. LCMS (ESI) m/z: [M + H] calcd for C28H40N8O6: 585.32; found 585.1.

According to the analysis of related databases, 71406-78-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; REVOLUTION MEDICINES, INC.; SEMKO, Christopher Michael; WANG, Gang; BURNETT, G. Leslie; AGGEN, James Bradley; KISS, Gert; CREGG, James Joseph; GLIEDT, Micah James Evans; PITZEN, Jennifer; LEE, Julie Chu-Li; WON, Walter; THOTTUMKARA, Arun P.; GILL, Adrian Liam; (356 pag.)WO2019/212991; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 106157-82-8, Adding some certain compound to certain chemical reactions, such as: 106157-82-8, name is 1-(2-Aminopyrimidin-4-yl)ethanone,molecular formula is C6H7N3O, 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 106157-82-8.

Example 2 1- (2-AMINOPYRIMIDIN-4-YL)-2-BROMOETHANONE hydrobromide The title compound (a) was prepared by working as described in J. Het. Chem. 1985,22, 1723. A mixture of 3,3-dimethoxy-2-butanone (25 9, 189.16 MMOL) and N, N-DIMETHYLFORMAMIDE DIMETHYLACETAL (22.5 g, 189.16 MMOL) were stirred at 110C for 30 hours and then distilled (115C, 1 mmHg) thus obtaining 1-(DIMETHYLAMINO)-4, 4-DIMETHOXYPENT-1-EN-3-ONE, as a yellow solid (27.3 G, 146 mmol, 77%). Onto a solution of sodium (3.48 g, 151.67 MMOL) in anhydrous ethanol (400 mL), solid guanidine hydrochloride (14.5 G, 151.67 MMOL) was added at r. t. , to give a white suspension into which a solution of 1-(DIMETHYLAMINO)-4, 4-DIMETHOXYPENT-1-EN-3-ONE (28.4 g, 151.67 MMOL) in anhydrous ethanol (50 mL) was added. The mixture was refluxed for 19 hours. After cooling, the precipitate was filtered and washed with ethanol and with plenty of water, thus obtaining a white solid (8.56 G). The ethanolic solutions were concentrated to dryness, taken up with boiling ethyl acetate (1000 mL), filtered while hot and then cooled to yield a second crop. Total amount of 4- (1, 1-DIMETHOXYETHYL) PYRIMIDIN-2-AMINE : 17.66 G, 63. 5%. A solution of the said amine (17. 5 G, 95.5 MMOL) in formic acid was stirred at r. t. for 6 hours and concentrated to dryness and the residue was stirred in ethanol (50 mL) and then filtered thus obtaining 1- (2-aminopyrimidin-4-yl) ethanone (9.2 g, 70%). To a solution of 1- (2- aminopyrimidin-4-yl) ethanone (412 mg, 3 MMOL) in glacial acetic acid (1 mL) and 48% aq. HBr (0.3 mL), bromine (0.153 mL) in acetic acid (0.4 mL) was added and the resulting orange solution was stirred at r. t. for 15 hours. After diluting with ethyl acetate (15 mL) the precipitate was filtered and washed with ethyl acetate thus affording the title compound as a whitish solid (580 mg, 65%).

According to the analysis of related databases, 106157-82-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA & ITALIA S.p.A.; WO2005/14572; (2005); 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. 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 3680-69-1

PREPARATION 155-bromo-4-chloro-1 /-/-pyrrolo[2,3-c/]pyriA mixture of 4-chloro-1 H-pyrrolo[2,3-c ]pyrimidine (10 g, 65.1 mmol) in CH2CI2 (400 mL) at 25 C was treated with NBS (13.91 g, 78 mmol) and stirred for 30 min before being concentrated. The resulting brown solid was triturated with water (-500 mL) and after drying, was triturated with EtOAc to afford the title compound (12.4 g, 73.7%) as a tan solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 12.99 (br. s, 1 H), 8.64 (s, 1 H), 7.97 (d, J = 2.76 Hz, 1 H); MS (m/z) 232.9 (M+H+).

The synthetic route of 3680-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAMMOND, Marlys; KALLANDER, Lara, S.; LAWHORN, Brian, Griffin; PHILP, Joanne; SARPONG, Martha, A.; SEEFELD, Mark, Andrew; WO2011/149827; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3934-20-1, 2,4-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, 3934-20-1, blongs to pyrimidines compound. COA of Formula: C4H2Cl2N2

A solution of 2,4-dichloropyrimidine (1.00 g, 6.71 mmol) and morpholine (0.59 mL, 6.81 mmol) in THF (25 mL) was charged with triethylamine (1 ,4 mL, 10.0 mmol) at 0 C. The reaction mixture was stirred at ambient temperature for 3 h. The reaction mixture was evaporated to dryness, the residue was taken up in CH2Cl2, and the organic layer was washed with water followed by brine; dried over sodium sulphate, filtered and concentrated. The residue was purified by combi-flash companion (silica gel, CH3OH/CH2CI2) to provide 4-(2-chloropyrimidm-4-yl)morpholine 417c (1.0 g, 70%) as a white solid. 1H NMR (300 MHz, CDCI3): delta 8.17 (d, J = 5 , 1 Hz, 1H), 6,53 (d, J = 5.1 Hz, I I I). 3.81 (t, ./ 4.5 Hz, 41 1 ). 3.75 (t, J =4.5 Hz, 4H); ESI+APCI MS m/z 200 [M + i | . A solution of 2-(5 -chloro-2,4-dimethoxyphenyl)-7-(piperazin-1-yl)imidazo[1 ,2-a]pyridine 301 (250 mg, 0.67 mmol) and NN-diisopropylethylamine (0.5 mL, 2.87 mmol) in DMF (7.5 mL) was charged with 4-(2-chloropyrimidin-4-yl)morpholine 417c (238 mg, 1.34 mmol). The reaction mixture was stirred at 100 C for 16 h. The reaction mixture was cooled to room temperature, suspended in water and stirred for 1 h. The precipitate was collected by filtration; the solid obtained was washed with water, dried under reduced pressure and purified by combi-flash companion (silica gel, CH3OH/CH2CI2). The product obtained was further triturated with methanol and filtered. The solids were washed with hexanes and dried to provide 4-(2-(4-(2-(5-chloro-2,4-dimethoxyphenyl)imidazo[1,2-a]pyridin-7-yl)piperazin-1-yl)pyrimidin-4-yl)morpholine 418c (20 mg, 5%) as an off-white solid. I NMR (300 MHz, DMSO- 6): 0 8.34 (d, ./ 10.0 Hz, i l l). 8.16 (s, I I I). 8.03 (s, ), 7.94 (d, J = 8.0 Hz, 1H), 6.87 (s, 1 H), 6.85 (s, 1 H), 6.71 (s, 1 H), 6.12 (d, J = 7,6 Hz, 4.01 (s, 3H), 3.93 (s, 3H), 3 ,82 (br s, 4H), 3.65 (br s, 4H), 3.53 (br s, All), 3,28 (br s, 4H); HPLC (Method 6) 97.4% (AUC), R = 1 1 .89 mm.; ESI+APCI MS m/z 536 [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,3934-20-1, its application will become more common.

Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); 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. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, 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. COA of Formula: C6H4Cl2N2OS

After the compound obtained in Step 1 was dissolved in dichloromethane,N, N’-diisopropylamine was added at room temperature, and the reaction mixture was cooled to 0 C and 4,6-dichloro-2- (methylthio) pyrimidine-5-carbaldehyde was added, And stirred for 2 hours.The reaction mixture was extracted with dichloromethane and water.The organic layer was dried over magnesium sulfate and then distilled under reduced pressure.The resulting residue was purified by MPLC to obtain the title compound.

With the rapid development of chemical substances, we look forward to future research findings about 33097-11-9.

Reference:
Patent; Hanrim Pharmaceutical Co., Ltd.; Kim Gyeong-hui; Jin Jeong-uk; Lee Ji-hun; Kim Sin-ae; Jeong Gyeong-jin; Kim Jun-u; Min Sang-hyeon; Ryu Ji-hun; Lee Ju-seok; Lee Won-seok; Song Jae-yeong; Lee Eung-seok; Jeong Tae-cheon; Kim Jeong-ae; (35 pag.)KR2019/73673; (2019); A;,
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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4HCl2N3O2

General procedure: To a cooled to 5 C suspension of 4,6-dichloro-5-nitropyrimidine (6) (1.94 g, 10 mmol) and triethylamine (1.01 g, 10 mmol) in dichloromethane (10 mL), the corresponding ethyl N-alkylglycinate (10 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 30 min. The solution was then washed with water, the organic layer dried with Na2SO4 and evaporated under reduced pressure to dryness. The residue was purified by crystallization or column chromatography.

The synthetic route of 4316-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jakubkien?, Virginija; Linkus, Vytautas; ?ikotien?, Inga; Arkivoc; vol. 2018; 7; (2018); p. 154 – 171;,
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.588-36-3, name is 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine, molecular formula is C6H9N3OS, molecular weight is 171.22, as common compound, the synthetic route is as follows.SDS of cas: 588-36-3

c) 28 g (164 mmol) of 4-amino-2-methylthiopyrimidine-5-methanol were stirred in 500 ml of dichloromethane and treated with 150 g (1.7 mol) of manganese dioxide. The suspension was stirred for 24 hours and then filtered through a filter aid. The filtrate was evaporated to give 20.2 g (73%) of 4-amino-2-methylthiopyrimidine 5-carboxaldehyde as a pale yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,588-36-3, 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; US6150373; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 274-95-3 ,Some common heterocyclic compound, 274-95-3, molecular formula is C6H5N3, 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.

Compound C-1 (4 g) and sodium acetate (4.3 g) were dissolved in methanol (40 ml) into a 100 ml three-necked round bottom flask and then cooled to -10. Bromine (5.38 g) was slowly added dropwise. 1 M aqueous sodium sulfide solution (40 ml) was added, and the mixture was concentrated under reduced pressure. The by-product was extracted with ethyl acetate and water, and the resulting material was subjected to column separation using dichloromethane and methanol to obtain 3.2 g of the title compound

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. 274-95-3, Imidazo[1,2-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dae Joo Electronic Materials Co., Ltd.; Park Jeong-gyu; Jang Sun-uk; Lee Hyeon-seok; Kim Min-yeong; Jeon Yeong-min; (29 pag.)KR2017/126059; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7226-23-5 ,Some common heterocyclic compound, 7226-23-5, molecular formula is C6H12N2O, 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 62 {2-[3-Cyclopentyl-2-(4-trifluoromethanesulfonyl-phenyl)-propionylamino]-thiazol-4-yl}-acetic acid ethyl ester A solution of diisopropylamine (2.4 mL, 16.80 mmol) in dry tetrahydrofuran (7.5 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL) was cooled to -78 C. under nitrogen and then treated with a 2.5M solution of n-butyllithium in hexanes (6.7 mL, 16.80 mmol). The resulting reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-(trifluoromethylthio)phenylacetic acid (1.89 g, 8.00 mmol) in dry tetrahydrofuran (7.5 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL). The reaction mixture was allowed to stir at -78 C. for 55 min, at which time, a solution of iodomethylcyclopentane (1.85 g, 8.80 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was allowed to warm to 25 C. where it was stirred for 41 h. The reaction mixture was quenched with water and then concentrated in vacuo to remove tetrahydrofuran. The remaining aqueous phase was acidified to pH=2 with a 10% aqueous hydrochloric acid solution and then extracted with ethyl acetate (1*300 mL). The organic layer was washed with a saturated aqueous sodium chloride solution (1*100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-trifluoromethylsulfanyl-phenyl)propionic acid (1.47 g, 58%) as a cream solid: mp 69-71 C.; EI-HRMS m/e calcd for C15H17F3O2S (M+) 318.0901, found 318.0912.

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. 7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
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. 20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde, the common compound, a new synthetic route is introduced below. SDS of cas: 20781-06-0

EXAMPLE 109 6-Pyridin-4-yl-pyrido[2,3-d]pyrimidine-2,7-diamine To cooled (0 C.) 2-ethoxyethanol (13 mL) was added portionwise 0.30 g of sodium hydride (60% in mineral oil), and the suspension was stirred for 10 minutes. To this suspension was added 1.06 g of 4-pyridylaceto-nitrile hydrochloride, and the mixture was stirred at room temperature for 30 minutes. The neutralized solution of 4-pyridylacetonitrile in 2-ethoxyethanol was added to a reaction mixture containing sodium 2-ethoxyethoxide (prepared from 0.11 g of sodium hydride and 4.76 mL of 2-ethoxyethanol) and 0.9 g of 2,4-diamino-5-pyrimidinecarboxaldehyde. The resulting mixture was heated at reflux for 2 hours, cooled, and the insoluble product washed with diethylether and ethyl acetate to afford the title compound; mp >340 C.; MS(CI). Analysis calculated for C12 H10 N6.0.05 H2 O: C, 60.27; H, 4.26; N, 35.14. Found: C, 60.35; H, 4.31; N, 34.75.

The synthetic route of 20781-06-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blankley; Clifton John; Doherty; Annette Marian; Hamby; James Marino; Panek; Robert Lee; Schroeder; Mel Conrad; Showalter; Howard Daniel Hollis; Connolly; Cleo; US5733913; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia