Day: September 1, 2021

Reference of 84905-80-6, Adding some certain compound to certain chemical reactions, such as: 84905-80-6, name is 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine,molecular formula is C6H4ClN3, 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 84905-80-6.

To a solution of 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (25.0 g, 162.8 mmol) in THF (700 ml_) was added N-iodosuccinamide (40.1 g, 179 mmol) at the resulting mixture was stirred for 4 h at RT and then was concentrated in vacuo. The residue triturated in Et20, the resulting solid was collected by filtration and washed with Et20. The crude compound was purified by_silica gel column chromatography eluting with 20-30% EtOAc/petroleum ether to afford 4-chloro-7-iodo-5H- pyrrolo[3,2-d]pyrimidine (CH6) as a yellow solid (32.0 g, 70%); LC-MS. Rt 2.29 min, (0854) AnalpH2_MeOH_4min(1 ); (ESI+) m/z 280.0, 282.0 [M+H]+.

According to the analysis of related databases, 84905-80-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMPERIAL INNOVATIONS LIMITED; SCHNEIDER, Michael; NEWTON, Gary; CHAPMAN, Katie; PERRIOR, Trevor; JARVIS, Ashley; LOW, Caroline; AQIL, Rehan; FISHER, Martin; BAYFORD, Melanie; CHAPMAN, Nicholas; MARTIN, Nicholas; REISINGER, Tifelle; NEGOITA-GIRAS, Gabriel; (260 pag.)WO2019/73253; (2019); 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. 16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, molecular formula is C6H4Cl2N2O, 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. Formula: C6H4Cl2N2O

Step 1: Synthesis of 7-(tert-butyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine A mixture solution of 29.3 g of 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde, 13.4 g of tert-butylamine, and 29.7 g of N,N-diisopropylethylamine in 200 mL of ethanol was stirred with heating under reflux for 2 hours. After cooling, the reaction mixture was concentrated. The residue was diluted with ethyl acetate, washed with water and subsequently washed with a saturated aqueous sodium chloride solution. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated. The obtained residue was purified by silica gel chromatography, thereby obtaining 21.5 g of the title compound. Physical Properties: m/z [M+H]+ 210.0.

With the rapid development of chemical substances, we look forward to future research findings about 16019-33-3.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; MIYAZAKI, Isao; SHIMAMURA, Tadashi; KATO, Masanori; FUJITA, Hidenori; IGUCHI, Satoru; (161 pag.)US2018/9818; (2018); 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. 99586-66-0, name is 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile

General procedure: To a solution of 7a (80mg, 0.18mmol, 1 equiv), 4-amino-6-chloropyrimidine-5-carbonitrile (31mg, 0.2mmol, 1.1 equiv) in BuOH was added DIPEA (0.06mL, 0.36mmol, 2 equiv). The mixture was reacted under microwave at 130C for 20min. After completion, the solvent was removed under reduced pressure. The residue was redissolved in CH2Cl2. The crude was further purified via silica gel chromatography to give compound 8a as white solid (81mg, 80%).

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, 99586-66-0, 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile.

Reference:
Article; Wei, Manman; Zhang, Xi; Wang, Xiang; Song, Zilan; Ding, Jian; Meng, Ling-Hua; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1156 – 1171;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2227-98-7 ,Some common heterocyclic compound, 2227-98-7, molecular formula is C6H6N4, 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.

9-Deazaadenine [20] (1.49 g, 1.1 equiv), and then formaldehyde (aq, 37 mass%, 1.56 mL, 2 equiv) were added to a solution of amine 46 [21] (2.38 g, 10.1 mmol) in EtOH (20 mL) and H2O (10 mL). The resulting suspension was warmed to 60 C and stirred for 2 h. Silica gel (10 g) was added, solvents evaporated and the resulting solid purified by chromatography (10% 7 N NH3 in MeOH – CHCl3) to afford the title compound 47 (2.00 g, 52%) as a white solid. 1H NMR(CD3OD, 500 MHz) delta 8.17 (s, 1H), 7.46 (s, 1H), 7.33-7.17 (m, 5H), 3.90(dd, J = 11.8, 4.3 Hz, 2H), 3.80 (s, 2H), 3.60 (s, 2H), 3.53 (dd, J = 11.8,7.3 Hz, 2H), 2.42 (d, J = 7.5 Hz, 2H), 2.02-1.95 (m, 1H), 1.32 (s, 3H),1.20 (s, 3H). 13C NMR (d4-MeOH, 126 MHz) delta 152.0, 150.8, 147.2,141.0, 130.0, 129.7, 129.2, 127.9, 115.2, 113.8, 99.2, 64.1, 60.2, 53.6,48.6, 33.8, 25.4, 23.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2227-98-7, its application will become more common.

Reference:
Article; Mason, Jennifer M.; Yuan, Hongling; Evans, Gary B.; Tyler, Peter C.; Du, Quan; Schramm, Vern L.; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 793 – 809;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1820-81-1, 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. 1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, 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.

General procedure: Thymidine (dThd) and 2′-deoxyuridine (dUrd) were assayed as sugar donors. Different purine and pyrimidine bases were tested: 5-fluorouracil (5FUra), 5-bromouracil (5BrUra), 5-chlorouracil (5ClUra), 6-chloropurine (6ClPur), 6-bromopurine (6BrPur) and 6-chloro-2-fluoropurine (6Cl2FPur). Reactions were performed using 100 mg/mL of immobilized LaNDT, 6 mM nucleoside and 2 mM base, 30 C and 200 rpm. At different times (5-8 h), 20 muL aliquots were taken and centrifuged at 10,000 x g, and the supernatant was analyzed by HPLC to evaluate yield expressed as percentage and product conversion expressed as mg of product per gram of support.

According to the analysis of related databases, 1820-81-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Britos, Claudia N.; Lapponi, Maria Jose; Cappa, Valeria A.; Rivero, Cintia W.; Trelles, Jorge A.; Journal of Fluorine Chemistry; vol. 186; (2016); p. 91 – 96;,
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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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. Computed Properties of C5H4Cl2N2

To a stirred solution of 4,6-dichloro-5-methylpyrimidine (1.0 g, 6.1 mmol), cyclopropylmethanol (0.49 g, 6.8 mmol) in THF (25 mL) is added potassium tert-butoxide (0.83 g, 7.4 mmol) at 0 oC, and the reaction mixture is stirred at 0 oC for 2 hours.The reaction mixture is added saturated aqueous NH 4Cl (20 mL) and water (80 mL), and extracted with EtOAc (80 mL).The organic layer is washed with water (80 mL x 2), and dried over sodium sulfate.Insoluble materials are separated by filtration and the filtrate is concentrated.The residue is purified by column chromatography on silica-gel eluting with n-hexane / EtOAc (99:1 to 95:5) to give 1.2 g (98% yield) of the title compound as a white solid. 1H-NMR (400 MHz, CDCl 3) delta 8.38 (1H, s), 4.27-4.18 (2H, d, J = 7.4 Hz), 2.25 (3H, s), 1.34-1.24 (1H, m), 0.65-0.59 (2H, m), 0.38-0.34 (2H, m), MS (ESI) m/z: 199 (M+H) +.

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; RAQUALIA PHARMA INC.; XUANZHU PHARMA CO., LTD.; KAWAMURA, Kiyoshi; YAMAGISHI, Tatsuya; SHISHIDO, Yuji; MORITA, Mikio; YAMAGUCHI, Ryuichi; OHMI, Masashi; (182 pag.)WO2019/45035; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 29274-24-6, 5-Chloropyrazolo[1,5-a]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: 5-Chloropyrazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. name: 5-Chloropyrazolo[1,5-a]pyrimidine

5-Chloropyrazolo[1,5-a]pyrimidine (1 g, 6.51 mmol) was dissolvedin anhydrous DMF (10 mL) and cooled to 5 C. Phosphorousoxychloride (1.82 mL, 19.5 mmol) was added and thereaction was allowed to warm slowly to RT and stirred for 16 h.The reaction was poured onto ice (200 g) and the pH wasadjusted to pH 10 with 1 M NaOH. The aqueous suspension wasextracted with CH2CL2 (100 mL) and the aqueous layer was washedwith CH2Cl2 (2 50 mL). The combined organic layers werewashed with water (2 70 mL), brine (50 mL), dried (WhatmanPS1 filter paper) and the solvent was removed in vacuo. The crudeproduct was adsorbed onto silica and purified by automated flashchromatography on silica gel (0-50% EtOAc-cyclohexane) to yieldthe title compound (8) (864 mg, 73%) as a colourless solid. 1H NMRdH (d6-DMSO, 300 MHz), 10.09 (s, 1H), 9.39 (d, J 7.2, 1H), 8.77 (s,1H), 7.49 (d, J 7.2, 1H); LC-MS tR 4.08 min; LC254 99.0%; m/z182.2/184.1 [M+H].

The synthetic route of 29274-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Phillipson, Louisa J.; Segal, David H.; Nero, Tracy L.; Parker, Michael W.; Wan, Soo San; De Silva, Melanie; Guthridge, Mark A.; Wei, Andrew H.; Burns, Christopher J.; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6280 – 6296;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-40-8, 4,6-Dichloropyrimidine-5-carbaldehyde, 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

Ammonia was bubbled through a solution of 4,6-dichloro-pyrimidine-5-carbaldehyde (1 g, 5.68 mmol) in toluene (100 mL) for 10 min and the solution was stirred at room temperature overnight. The yellow precipitate was filtered off, washed with EOAc and dried in vacuo to afford the pure product (880 mg, 99%). 1H NMR (DMSO-d6) delta 10.23 (s, 1H), 8.72 (br, 1H), 8.54 (br, 1H), 8.38 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5305-40-8, 4,6-Dichloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Baumann, Christian Andrew; Gaul, Michael David; US2006/281755; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 6713-54-8 , The common heterocyclic compound, 6713-54-8, name is 2,4,6,8-Tetrahydroxypyrimido[5,4-d]pyrimidine, molecular formula is C6H4N4O4, 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.

(f) Pyrimidine [5,4-d] pyrimidine-2,4,6,8-tetraol (10.9 g, 55.2 mmol) was added to a 500 three-necked flask,(8 · lml, 110 · Ommol, P = 1.638 g / ml), 200 ml of dioxane was reacted as a reaction solvent for 1 hour,After adding DMF (4.2 ml, 55.2 mmol) = 0.95 g / ml), the reaction was dark for 1.5 hours.After completion of the reaction, the solvent was removed under reduced pressure,The solid was extracted with hot toluene solution,The crude product was subjected to column chromatography using PE: DCM = 2: 1,To give a white solid 13. lg, yield 88.59%

The synthetic route of 6713-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dalian Wanfu Pharmaceutical Co., Ltd.; Sun Qingfa; (9 pag.)CN106946887; (2017); A;,
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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

A solution of Pd(PPh3 )2C12 (0.073 g, 0.12 mmol), 7 (0.19 g, 1.3 mmol), 8 (0.40 g, 1.2 mmol), and triethylamine (0.5 mL, 3.5 mmol) in DMF (5 mL) was purged for 5 min with argon and added CuI (0.022g, 0.12 mmol). The reaction mixture was heated for Ih at 80 0C and cooled to room temperature. The resulting mixture was concentrated and purified by silica gel chromatography (hexanes/EtOAc 100:0 to 90:10 gradient) to afford the title compound as a yellow solid (0.35 g, 67%).[0161] 1H NMR (500 MHz, DMSO-J6): delta 1.29 (d, J= 6.9 Hz, 6H), 2.38 (s, 3H), 3.47 (qn, J = 6.8 Hz, IH), 7.01 (d, J = 4.1 Hz, IH), 7.32 (t, J = IA Hz, IH), 7.47 (t, J = 1.6 Hz, IH), 7.50 (d, J = 8.4 Hz, 2H), 7.53 (d, J = 1.1 Hz, IH), 7.73 (d, J = 7.8 Hz, IH), 8.04 (d, J = 8.4 Hz, 2H), 8.12 (d, J = 4.0 Hz, IH) [0162] MS (ES+): m/z 450 (M+H)+

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, 934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; TARGEGEN INC.; WO2009/55674; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia