Day: July 12, 2021

Adding a certain compound to certain chemical reactions, such as: 16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, 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, 16019-33-3, blongs to pyrimidines compound. name: 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde

Step K.1 : Benzoic acid c s-3-(4-chloro-pyrrolo[2,3-d]pyrimidin-7-yl)-cyclobutylmethyl ester A mixture of (4,6-dichloro-pyrimidin-5-yl)-acetaldehyde (Astatech, 1.40 g, 7.31 mmol), benzoic acid 3-amino-cyclobutylmethyl ester (prepared as described in Org. Process Res. Dev. 2007, 11, 825-835., 1.5 g, 7.31 mmol), diisopropylethylamine (0.95 g, 7.31 mmol) and etha- nol (15 ml) were heated at reflux for 5.5 hours under an argon atmosphere. The reaction mix- ture was evaporated, taken up in THF (10 ml), aqueous HCI (4 ml, 4M) added and stood at room temperature for 1 hour. The volume of the mixture was then reduced under vacuum, made neutral with aqueous sodium bicarbonate solution, extracted 3X with DCM, the organic layers dried over sodium sulphate and evaporated. Purification by flash column chromatography, eluting with a DCM / EtOAc gradient gave the title compound. HPLC/MS tR 1.52 min, M+H 342.1 (Method X).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16019-33-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; IRM LLC, a Delaware Limited Liability Company; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; VAUPEL, Andrea; WO2011/64211; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22276-99-9, 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. 22276-99-9, name is 4-Amino-5-bromo-1H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5BrN4, 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.

(S)-(4-Oxo-3-(1 -phenylethyl)-3,4-dihydropyrrolo[2, 1 -f][1 ,2,4]triazin-2-yl)methyl methanesulfonate (295 mg, 0.67 mmol) was dissolved in 5 ml_ dimethylformamide. 5- Bromo-7/-/-pyrrolo[2,3-d]pyrimidin-4-amine (156 mg, 0.73 mmol) and potassium carbonate (184 mg, 1.33 mmol) were added. The mixture was stirred at room temperature overnight. The crude was poured over water and the precipitate was filtered and washed with water to give the title compound (239 mg, 55%) as a white solid. Purity 70%

According to the analysis of related databases, 22276-99-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; GRACIA FERRER, Jordi; CARRASCAL RIERA, Marta; ERRA SOLA, Montserrat; WO2014/60431; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3435-29-8, 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. 3435-29-8, name is 4-Amino-6-phenylpyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 6-phenylpyrimidin-4-amine (170mg, 0.993mmol) in pyridine (3mL) was added 4-nitrobenzene-l-sulfonyl chloride (440mg, 1.99mol). The mixture was stirred at RT for two hours. The solvent was removed under reduced pressure to give a solid. The solid was purified by column chromatography to give 4-nitro-N-(6- phenylpyrimidin-4-yl)benzenesulfonamide (240mg, 68%). MS (ESI) m/z 354 [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,3435-29-8, its application will become more common.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; SHARPE, Arlene, H.; BUTTE, Manish, J.; OYAMA, Shinji; WO2011/82400; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 51674-77-2 ,Some common heterocyclic compound, 51674-77-2, molecular formula is C7H4ClN3, 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.

(S)-(-)-tert-Butyl 3-aminopyrrolidine-l-carboxylate (500 mg, 2.68 mmol), DCM(30 mL), DIPEA (2 mL) and cyclopropanecarbonyl chloride (0.28 mL, 3.0 mmol) were combined at r.t. and stirred for 2 days. The reaction was diluted with DCM (100 mL), washed with water, dried (MgS04) and evaporated in vacuo to give a brown oil (866 mg). The crude product was combined with MeOH (10 mL) and 2M HCl in Et20 (5 mL) and stirred at r.t. for 3 days. The reaction mixture was then evaporated in vacuo to give a brown gum (746 mg). The crude compound, Intermediate 9 (500 mg, 1.48 mmol), n- butanol (16 mL) and DIPEA (2 mL) were combined in a sealed tube and heated to 130C for 15 days. The reaction mixture was evaporated onto silica and purified by flash chromatography on silica, eluting with 0-100% EtOAc in isohexane, to give a tan solid (779 mg). The product was combined with MeOH (10 mL) and 2N HCl in Et20 (7 mL) and stirred at r.t for 19 h. The reaction mixture was then evaporated in vacuo to give a brown glass (689 mg). The resulting amine intermediate (HCl salt, 50 mg) was combined with 4-chloropyrido[3,2-d]pyrimidine (50 mg) in «-butanol (5 mL) and DIPEA (1 mL). The reaction mixture was heated in a sealed tube under microwave irradiation to 160C for 2 h. The mixture was evaporated to dryness and purified by preparative HPLC to give the title compound (32 mg) as a brown glass. deltaEta (DMSO-d6) 8.94-8.90 (2H, m), 8.52 (1H, s), 8.42 (1H, d, J6.4 Hz), 8.28-8.22 (1H, m), 8.17 (1H, dd, J 8.5, 1.6 Hz), 7.91 (1H, dd, J 8.5, 4.2 Hz), 7.56 (1H, dd, J 8.8, 6.4 Hz), 7.08 (1H, t, J 9.1 Hz), 6.00 (1H, t, J 7.2 Hz), 4.47-4.39 (1H, m), 4.02 (1H, dd, J 10.4, 6.8 Hz), 3.97-3.86 (2H, m), 3.70 (1H, dd, J 10.4, 6.9 Hz), 2.50 (3H, d, J2.2 Hz), 2.32-2.22 (1H, m), 2.00-1.91 (1H, m), 1.65-1.55 (4H, m), 0.75-0.66 (4H, m). LCMS (ES+) 486 (M+H)+, RT 8.15 minutes (Method 3).

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. 51674-77-2, 4-Chloropyrido[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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, Formula: C4H2ClN3O2, blongs to pyrimidines compound. Formula: C4H2ClN3O2

A mixture of the pyrimidine compound (0.3 g, 2 mmol), Fe powder (560 mg, 10 mmol), NH4Cl (1.07 g, 20 mmol), EtOH (8 mL) and water (2 mL) was refluxed under N2 overnight. The mixture was cooled to RT and filtered. The filtrate was concentrated and dissolved in water. The mixture was basified with Na2CO3 and extracted with CH2Cl2 two times. The combined organic phases were dried over Na2SO4 and filtered. The filtrate was concentrated to yield the product (120 mg). MS (ESI) m/e (M+H+): 130. 1H NMR (DMSO) delta: 7.99 (s, 2H), 5.73 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Merck Sharp & Dohme Corp.; Coburn, Craig A.; Ludmerer, Steven W.; Liu, Kun; Wu, Hao; Soll, Richard; Zhong, Bin; Zhu, Jian; (155 pag.)US2019/127365; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 785777-87-9, 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. 785777-87-9, name is 2-Bromo-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2BrF3N2, 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.

[0607] Synthesis of methyl 4-(trifluoromethyl) pyrimidine-2-carboxylate: [0608] To a stirred solution of 2-bromo-4-(trifluoromethyl) pyrimidine (800 mg, 3.52 mmol) in MeOH: CH3CN (4: 1, 5 mL) under argon atmosphere was added Pd(dppf)2Cl2 (503 mg, 0.70 mmol), triethyl amine (1.0 mL, 7.04 mmol) at RT; heated to 100 C and stirred for 16 h under CO pressure. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 25% EtOAc/ Hexanes to afford methyl 4-(trifluoromethyl) pyrimidine-2-carboxylate (300 mg, 41%) as Light pink solid. [0609] 1H-NMR (CDCI3, 500 MHz): delta 9.20 (d, 1H), 7.82 (d, 1H), 4.10 (s, 3H); LC-MS: 96.04%; 207 (M++l); (column; X-bridge C-18, (50 3.0 mm, 3.5 mu); RT 2.48 min. 0.05% TFA (aq.): ACN; 0.8 mL/min); TLC: 50% EtOAc/ Hexanes (R 0.3).

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 785777-87-9, 2-Bromo-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); 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. 42839-09-8, name is 2-Pyrimidinemethanol, the common compound, a new synthetic route is introduced below. Recommanded Product: 42839-09-8

Synthesis of 2-(chloromethyl)pyrimidine:To a stirred solution of pyrimidin-2-ylmethanol (4.5 g 40.90 mmol) in DCM (50 mL) was added SOCl2 (10 mL) at 0 C under inert atmosphere. The reaction mixture was heated up to 50 C and stirred for 2 h. After completion of starting material (by TLC), the volatiles were evaporated under reduced pressure. The residue was quenched with ice cold water followed by saturated NaHC03 and extracted with EtOAc. Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified by silica gel column chromatography to afford 2-(chloromethyl)pyrimidine (960 mg, 18%) as brown liquid. 1H-NMR (DMSO-d6, 400 MHz): delta 8.84 (d, 2H), 7.52 (t, 1H), 4.82 (s, 2H); Mass (ESI): 128.5 [M+l]; LC-MS: 95.09%; 129 (M++l) (column; Chromolith RP-18, (100×4.6 mm); RT 3.86 min. 5mM NH4OAc: ACN; 0.8 ml/min); TLC: 70% EtOAc/Hexane (Rf: 0.6).

The synthetic route of 42839-09-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1195-08-0, 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.1195-08-0, name is 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde, molecular formula is C5H4N2O3, molecular weight is 140.1, as common compound, the synthetic route is as follows.

To a DMF (0.35 M) solution of 5-formyluracil (1 eq.) was added sequentially at O0C 1 – 5 bromo-3-methoxypropane (2.2 eq.) and DBU (2.2 eq.). The resulting solution was stirred at RT for 72 h. The volatiles were then removed in vacuo. The crude product mixture thus obtained was directly subjected to purification by way of column chromatography (SiCb, EtOAc) to afford the title compound as a yellow oil.

The chemical industry reduces the impact on the environment during synthesis 1195-08-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/140769; (2009); 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. 62968-37-0, name is 4-(2-Chloropyrimidin-4-yl)morpholine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C8H10ClN3O

General procedure: To a solution of 32 were added 2-chloropyrimidine intermediate (3a-3e, 3g) (1 equiv) and catalytic amount of 1N HCl in AcOH. The reaction mixture and a magnetic bar were sealed in the reaction vessel of an Anton paar monowave 300 and irradiated for 2 h at 160 C. The reaction mixture was concentrated in vacuo and then diluted with H2O or saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4 and then concentrated in vacuo. The residue was purified by flash column chromatography on silica gel.

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, 62968-37-0, 4-(2-Chloropyrimidin-4-yl)morpholine.

Reference:
Article; Jo, Jeyun; Kim, Sou Hyun; Kim, Heegyu; Jeong, Myeonggyo; Kwak, Jae-Hwan; Taek Han, Young; Jeong, Jee-Yeong; Jung, Young-Suk; Yun, Hwayoung; Bioorganic and Medicinal Chemistry Letters; vol. 29; 1; (2019); p. 62 – 65;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 60025-09-4 ,Some common heterocyclic compound, 60025-09-4, molecular formula is C5H3ClN4, 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.

Intermediate U1: tert-butyl 4-(2-{1-[(6-amino-5-cyanopyrimidin-4-yl)amino]ethyl}indolizin-3-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate To a solution of tert-butyl 4-[2-(1-aminoethyl)indolizin-3-yl]-1,2,3,6-tetrahydropyridine-1-carboxylate Q7 (0.039 g, 0.11 mmol) in t-BuOH (1.5 mL), 4-amino-6-chloropyrimidine-5-carbonitrile (0.017 g, 0.11 mmol) was added followed by DIPEA (0.038 mL, 0.22 mmol) and the resulting mixture was heated to reflux for 3 h. The solvent was removed and the crude was partitioned between DCM/MeOH?4/1 and water; the organic phase was dried over sodium sulfate, the solvent was removed under reduced pressure and the crude was purified by flash chromatography on Biotage silica-NH SNAP cartridge (cyclohexane to cyclohexane_AcOEt=50:50) to afford title compound as a yellow oil (0.045 g, 0.098 mmol, 89% yield). MS/ESI+ 460.4 [MH]+, Rt=1.14 min (Method A).

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. 60025-09-4, 4-Amino-6-chloropyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia