Month: March 2022

Application of 34253-03-7, 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.34253-03-7, name is Methyl pyrimidine-2-carboxylate, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.

1-(3-Benzylphenyl)-3-pyrimidin-2-yl-propane-1,3-dione (5R). To a solution of 4B (0.3 g, 1.43 mmol) and methyl pyrimidine-2-carboxylate (0.197 g, 1.43 mmol) in THF (7.0 ml) was added sodium methoxide (0.154 g, 2.85 mmol). After one hour of stirring at room temperature the yellow solution was poured into a saturated solution of ammonium chloride, extracted with ethyl acetate, dried over sodium sulfate, filtered and concentrated to give a yellow oil. The oil was dissolved in DMSO and purified using reverse phase HPLC on a C18 column to give a light colored solid, (5R) after lyophilization. 1H NMR (400 MHz, CDCl3) delta 8.97-8.96 (d, j=4.8 Hz, 2 H), 7.94-7.91 (m, 2 H), 7.61 (s, 1 H), 7.46-7.39 (m, 3 H), 7.32-7.19 (m, 5 H), 4.07 (s,2 H).

The chemical industry reduces the impact on the environment during synthesis 34253-03-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 89792-07-4, name is 2-Methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

2-methyl-7H-pyrrolo[2,3-d]pyrimidine (426 mg, 3.2 mmol) was dissolved in DMF (54 mL) cooled in an ice bath and treated with N-bromosuccinimide (569 mg, 3.2 mmol) portionwise under nitrogen. The resulting mixture was stirred for 20 minutes, allowed to warm to room temperature and stirred for 10 minutes. The reaction was quenched by the addition of CH3OH (5 mL) and the solvent removed under reduced pressure. The residue was purified by silica flash column chromatography using a heptane to ethyl acetate gradient. The desired fractions were collected and the solvent was removed under reduced pressure to afford 5-bromo-2-methyl-7H-pyrrolo[2,3-d]pyrimidine, 19.

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, 89792-07-4, 2-Methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Janssen Sciences Ireland UC; JONCKERS, Tim Hugo Maria; MC GOWAN, David Craig; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner Constant Johan; GUILLEMONT, Jerome Emile Georges; (42 pag.)US2017/253600; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 52854-14-5, name is 4-Chloro-6-methoxy-5-nitropyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C5H4ClN3O3

Example 12 4-methoxy-6-dimethyldithiocarbamoyl-5-nitropyrimidine (14) A solution of 4-methoxy-6-chloro-5-nitropyrimidine (0.5 g, 2.6 mmol), sodium dimethyldithiocarbamate dihydrate (0.6 g, 3.3 mmol) and ethanol (40 mL) was mixed for 1 hour at room temperature. Reaction mixture was diluted by water (80 mL), light yellow solid was filtered and purified by crystallization from methanol to give 0.4 g of pure title compound as an bright yellow crystalline solid, m.p. 122-125ØC.

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, 52854-14-5, 4-Chloro-6-methoxy-5-nitropyrimidine.

Reference:
Patent; MEDAC GmbH; EP1312607; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 99420-75-4, 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. 99420-75-4, name is 5-Methylpyrimidine-2-carboxylic acid, molecular formula is C6H6N2O2, 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.

N-Methoxy-N,5-dimethylpyrimidine-2-carboxamide, Example 13.7 To a solution of 5-methylpyrimidine-2-carboxylic acid (1 g, 7.24 mmol) in DMF (72.4 ml) was added 5-methylpyrimidine-2-carboxylic acid (1 g, 7.24 mmol), and N,O-dimethyl hydroxylamine hydrochloride (0.777 g, 7.96 mmol). The mixture was cooled to 0 C. and 1-propanephosphonic acid cyclic anhydride, 50 wt. % solution in EtOAc (9.21 ml, 14.48 mmol) was added droppwise. The mixture was allowed to warm to RT overnight. LCMS indicated complete conversion to product. The mixture was diluted with water, extracted with CHCl3:IPA (3:1) and washed with brine and NaHCO3. The mixture was dried over Na2SO4, concentrated in vacuo and purified by silica gel chromatography (0-100% heptanes:EtOAc) to yield N-methoxy-N,5-dimethylpyrimidine-2-carboxamide (0.7 g, 3.86 mmol, 53.4% yield). 1H NMR (500 MHz, CDCl3) delta 8.61-8.69 (m, 2H) 3.61-3.79 (m, 3H) 3.27-3.47 (m, 3H) 2.34-2.45 (m, 3H). LCMS-ESI (pos) m/z: 182.2 (M+H)+.

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 99420-75-4, 5-Methylpyrimidine-2-carboxylic acid.

Reference:
Patent; AMGEN INC.; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEDLEY, Simon J.; HOUZE, Jonathan; JUDD, Ted C.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YEH, Wen-Chen; (415 pag.)US2017/320860; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 38275-43-3, 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 38275-43-3, name is 2-(Methylthio)pyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Step 3 2-{[(1-{[(1R,2R)-2-Phenylcyclopropyl]carbonyl}piperidin-4-yl)methyl]amino}pyrimidine-5-carbonitrile A mixture of (1-{[(1R,2R)-2-phenylcyclopropyl] carbonyl}piperidin-4-yl)methylamine (EXAMPLE 153, STEP 2) (0.100 g, 0.387 mmol), 2-(methylthio)pyrimidine-5-carbonitrile (0.059 g, 0.387 mmol) and cesium carbonate (0.252 g, 0.774 mmol) in DMF (1 mL) was heated at 70 C. for 1 h. The reaction mixture was cooled to RT, diluted with ethyl acetate (5 mL), washed with water (5*10 mL), and brine (10 mL), then dried over Na2SO4, filtered and concentrated. The residue was chromatographed on a reversed phase column, running 5-95% 0.1%TFA in CH3CN/0.1%TFA in water to give the title compound as a TFA salt. M.S. (M+1): 362. 1H NMR (400 MHz, CDCl3): delta8.52 (s, 1 H, Pyr), 8.45 (s, 1 H, Pyr), 7.28 (t, J=7.9 Hz, 2 H, Ar), 7.20 (t, J=6.6 Hz, 1 H, Ar), 7.11 (d, J=7.3 Hz, 2 H, Ar), 5.78 (s, 1 H, NH), 4.66 (d, J=12.2 Hz, 1 H, NCH2), 4.15 (d, J=13.1 Hz, 1 H, NCH2), 3.41 (m, 2 H, NHCH2), 3.06 (q, J=12.4 Hz, 1 H, NCH2), 2.62 (t, J=12.7 Hz, 1 H, NCH2), 2.47 (brs, 1 H, ArCH), 1.96 (m, 1 H, CHCO), 1.91 (m, 1 H, CH2CHCH2), 1.80 (d, J=13.2 Hz, 2 H, CHCH2CH2), 1.65 (s, 1 H, CHCH2CH), 1.27 (s, 1 H, CHCH2CH), 1.25 (m, 2 H, CHCH2CH2).

According to the analysis of related databases, 38275-43-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 25746-87-6, 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. 25746-87-6, name is 4-Dimethoxymethylpyrimidine. A new synthetic method of this compound is introduced below.

Pyrimidine-4-carbaldehyde (C12) A solution of 4-(dimethoxymethyl)pyrimidine (C11) (90 g, 0.58 mol) and concentrated hydrochloric acid (10 mL) in water (300 mL) was heated at 60-70 C. for 24 hours. The mixture was cooled and evaporated under reduced pressure to afford a glass-like mass, which was basified with aqueous potassium carbonate solution and extracted with ethyl acetate. The combined organic layers were concentrated in vacuo, and the residue was purified by distillation to afford the product as an oil. Yield: 16.3 g, 0.15 mol, 26%. GCMS m/z 108.0 (M+). 1H NMR (400 MHz, DMSO-d6) delta 7.90 (dd, J=5.0, 1.5 Hz, 1H), 9.14 (d, J=5.0 Hz, 1H), 9.49 (d, J=1.5 Hz, 1H), 9.96 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25746-87-6, its application will become more common.

Reference:
Patent; Pfizer Inc; US2011/98272; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 57401-76-0, Adding some certain compound to certain chemical reactions, such as: 57401-76-0, name is Ethyl 2-aminopyrimidine-5-carboxylate,molecular formula is C7H9N3O2, 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 57401-76-0.

To a solution of ethyl 2-aminopyrimidine-5-carboxylate (0.200 g, 1.196 mmol) in DME (6 ml), a suspension of sodium 2-methylbutan-2-olate (0.527 g, 4.79 mmol) in DME (6 ml) was added drop wise stirring at room temperature under nitrogen. The resulting yellow suspension was stirred at the same temperature for 30 minutes and then cooled to -10 C. Methanesulfonyl chloride (0.278 ml, 3.59 mmol) was added drop wise maintaining the temperature below -5 C. After 1.5 hours, water (30 ml) was added, and the mixture was extracted with ethyl acetate (20 ml×3). The combined organic layers were dried over sodium sulfate and evaporated. The residue was triturated with MeOH and the mother liquors were evaporated and triturated with EtOH. The two portions collected by filtration were mixed affording 0.152 g of a mixture of ethyl 2-(methylsulfonamido)pyrimidine-5-carboxylate and methyl 2-(methylsulfonamido)-pyrimidine-5-carboxylate (about 1:1 ratio). This mixture was suspended in THF (6.380 ml) and 3N NaOH (0.425 ml, 1.276 mmol) was added. The resulting solution was heated to 50 C. for 2.5 hours. THF was evaporated and the aqueous solution was diluted with water (2 ml) and acidified with 6N HCl (pH=2) stirring at room temperature. The obtained precipitate was collected by filtration affording 2-(methylsulfonamido)-pyrimidine-5-carboxylic acid as a white solid (0.133 g, 0.612 mmol, 51.1% yield, MS/ESI+ 218.0 [MH]+).

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. 57401-76-0, Ethyl 2-aminopyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chiesi Farmaceutici S.p.A.; ARMANI, Elisabetta; Amari, Gabriele; Capaldi, Carmelida; Esposito, Oriana; Peretto, Ilaria; US2013/79313; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 946161-16-6 ,Some common heterocyclic compound, 946161-16-6, molecular formula is C12H17ClN4O4, 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.

Step 3 (7R)-2-Chloro-7-ethyl-8-isopropyl-5,7-dihydropteridin-6-one; Methyl (2R)-2-[(2-chloro-5-nitro-pyrimidin-4-yl)-isopropyl-amino]butanoate 22b (7.30 g, 23 mmol) was dissolved in 100 mL acetic acid followed by the addition of 5 g Raney nickel, repeated filled with hydrogen for three times. The reaction mixture was heated to 75C, stirred for 2 hours and filtered. The filtrate was concentrated under reduced pressure, added with 30 mL of ice water resulting in the formation of precipitate. The precipitate was filtered the filter cake was dried by heat to obtain the crude title compound (7R)-2-chloro-7-ethyl-8-isopropyl-5,7-dihydropteridin-6-one 22c (12.10 g, yield: 71.7%) as a gray solid, which was used in the next step without further furification. MS m/z (ESI): 255.1 [M+1]

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. 946161-16-6, (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; EP2481739; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1260682-15-2 ,Some common heterocyclic compound, 1260682-15-2, molecular formula is C5H3Cl3N2O, 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 AN(1)2,4-dichloro-6-(l-phenylvinyl)pyrimidin-5-yl)methanolA mixture of 2,4,6-trichloropyrimidin-5-yl)methanol (1.1 g), 1 -phenylvinylboronic acid (0.8 g), Tetrakis (0.3 g), sodium carbonate (1.64 g) in toluene (14 mL) and water (3 mL) was heated at 100 C for 12 h. Water was added followed by ethyl acetate, the aqueous layer was extracted with ethyl acetate (x3), and the combined organic layers were dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated, and the residue was purified Biotage eluting with 10-40% EtOAc/Hexanes to give the title compound as a white solid (325 mg). LC-MS (M+H)+ = 281.02. XH NMR (500 MHz, chloroform-i/) delta ppm 7.5 (5H, m), 6.01 (1H, s), 5.67 (1H, s), 4.62 (2H, s).

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. 1260682-15-2, (2,4,6-Trichloropyrimidin-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; OLSON, Richard E.; SHI, Jianliang; THOMPSON, Lorin A., III.; WU, Yong-Jin; XU, Li; ZHANG, Yunhui; ZUEV, Dmitry S.; WO2012/103297; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13053-88-8, N-(Pyrimidin-2-yl)acetamide, 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, COA of Formula: C6H7N3O, blongs to pyrimidines compound. COA of Formula: C6H7N3O

A solution of 2-ampy (0.15 g, 1.59 mmol) in ethanol (10 cm3)was added to a solution of Na2PdCl4 (0.234 g, 0.796 mmol) inmethanol (10 cm3). The mixture was stirred at room temperaturefor 2 h. The yellow solid thus formed was filtered off, washed withmethanol and dried under vacuum 3: Yellow solid, 95%. Anal. Calc. for C12H14N6O2PdCl2: C, 31.9; H,3.1; N, 18.6. Found: C, 32.0; H, 3.4; N, 18.3%. IR: 3267m, 3227m,3078m, 2925m, 1693s, 1517m, 516m, 355m cm1. 1H NMR(DMSO-d6): d 10.55 (s, 2H, NH), 8.63 (d, 1H, pym-H), 7.15 (t, 1H,pym-H), 2.16 (s, 2H, CH3) ppm, 3J(HH) = 4.8 Hz. Melting point:234-236 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13053-88-8, N-(Pyrimidin-2-yl)acetamide, and friends who are interested can also refer to it.

Reference:
Article; Al-Jibori, Subhi A.; Al-Jibori, Qusay K.A.; Schmidt, Harry; Merzweiler, Kurt; Wagner, Christoph; Hogarth, Graeme; Inorganica Chimica Acta; vol. 402; (2013); p. 69 – 74;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia