Day: August 13, 2021

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. 4595-60-2, name is 2-Bromopyrimidine, molecular formula is C4H3BrN2, 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. Application In Synthesis of 2-Bromopyrimidine

A mixture of 2-bromopyrimidine (0.43g,2.70mmol), 2-bromopyridine-5-boronic acid (0.55g,2.72mmol), tetrakis(triphenylpnosphine)palladium(0) (3OOmg, 0.259mmol), cesium carbonate (1.15g, 3.03mmol) was stirred in MeOH/toluene/water (15ml, 1/1/1) at reflux temperature overnight. The reaction was cooled to room temperature and diluted with EtOAc (200ml) and water (50ml). The organic layer was separated, dried over MgSd, filtered and solvent evaporated yielding a residue which was purified on silica gel eluting with 25% v/vEtOAc/hexanes yielding product 76 as white solid. (0.55g, 85%) ESMS (MH, 236).

With the rapid development of chemical substances, we look forward to future research findings about 4595-60-2.

Reference:
Patent; SCHERING CORPORATION; WO2007/70398; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 99979-77-8, 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.99979-77-8, name is 2-Chloro-5-methoxypyrimidin-4-amine, molecular formula is C5H6ClN3O, molecular weight is 159.57, as common compound, the synthetic route is as follows.

30 mg 2-chloro-5-methoxypyrimidin-4-amine (0.19 mmol, 1.0 eq.), 55 mg 4-bromo-pyridine hydrochloride (1:1) (282 pmol, 1.5 eq.), 54 mg sodium tert-butoxide (0.56 mmol, 3.0 eq.), 2.1 mg palladium(ll)acetate (0.009 mmol, 0.05 eq.) and 8.2 mg 2,2- bis(diphenylphosphino)-1,1-binaphthyl (0.013 mmol) were suspended in 0.6 mL dioxane. The mixture was stirred at 90 C over night. 27 mg 4-bromopyridine hydrochloride (1:1) (141 pmol, 0.75 eq.), 27 mg sodium tert-butoxide (0.28 mmol, 1.5eq.), 1.1 mg palladium(ll)acetate (0.005 mmol, 0.025 eq.) and 4.1 mg 2,2- bis(diphenylphosphino)-1,1-binaphthyl (0.007 mmol) were added and the reaction mixture was stirred at 90 C for further 6 h. The reaction mixture was diluted with dichloromethane and filtered through celite. The filtrate was concentrated in vacuo. The crude product was purified by flash chromatography to provide the 72percent pure targetcomound: 13 mg, 0.05 mmol, 29percent.1HNMR (300MHz, DMSO-d6): 6 [ppm]= 3.94 (5, 3H), 7.82 (d, 2H), 8.07 (5, 1H), 8.41 (d,2H), 9.63 (5, 1 H).

The chemical industry reduces the impact on the environment during synthesis 99979-77-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HITCHCOCK, Marion; HILGER, Christoph-Stephan; MENGEL, Anne; BRIEM, Hans; SIEMEISTER, Gerhard; FERNANDEZ-MONTALVAN, Amaury, Ernesto; SCHROeDER, Jens; PREUSSE, Cornelia; (101 pag.)WO2017/148995; (2017); 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H2ClF3N2

N,N-Diisopropylethylamine (30 mu, 0.2 mmol) is added to a stirred solution of example 62a (35 mg, 0.2 mmol) and 2-Chloro-5-(Trifluoromethyl)pyrimidine (36 mg, 0.2 mmol) dissolved in 1 ml of anhydrous DMSO; the reaction is heated in a microwave reactor during 2 hours at 100 C. Water and EtOAc are added to the crude, the organic phase is separated, washed with water, dried and concentrated under reduced pressure. The residue is purified by Silica gel flash chromatography, using DCM/MeOH 100:2 as eluent, to obtain the title compound (30 mg, 47% yield). UPLC-MS (Method 1): Rt = 0.90 min MS (ES+): m/z = 327 [M+H]+ . Chiral HPLC (Method 15): Rt = 4.38 min

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, 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOENKE, Christoph; GIOVANNINI, Riccardo; LESSEL, Uta; ROSENBROCK, Holger; SCHMID, Bernhard; WO2015/55698; (2015); 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. 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, 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: C6H4ClN3

a) 4-iodo-7H-pyrrolo[2,3-d]pyrimidineA mixture of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (336 mg, 2.15 mmol) and 3.5 ml_ of 57% hydriodic acid was stirred at room temperature for 16 hours. The solid was filtered off, suspended in 3 ml_ of water and brought to pH = 8 with aqueous ammonia solution. The suspension was cooled down to 0 5C and the solid was filtered off, washed with cold water and dried to give the desired product (410 mg). The product contains about 10% of the starting material.

With the rapid development of chemical substances, we look forward to future research findings about 3680-69-1.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4983-28-2, Adding some certain compound to certain chemical reactions, such as: 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine,molecular formula is C4H3ClN2O, 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 4983-28-2.

4-Fluorophenylboronic acid (0.72 g, 5.1 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (0.26 g, 0.35 mmol) were dissolved in toluene (42 mL) and a mixed solvent of ethanol (21 mL),The resulting mixture isAn aqueous solution (7.5 mL) of sodium carbonate (1.7 g, 16 mmol) was added under nitrogen.After stirring for 10 minutes, 5-benzyloxy-2-chloro-pyrimidine 34b (0.76 g, 3.4 mmol) was added, and the mixture was reacted at 80 ° C for 2 hours.The reaction solution was cooled to room temperature and water (20 mL) was added.Extracted with ethyl acetate (30 mL).Dry over anhydrous sodium sulfate, concentrate by suction filtration, and the residue obtained was purified by silica gel column chromatography[ethyl acetate / petroleum ether (v / v) = 1/10] purified to give the title compound34c (0.75 g, yield 78percent) as a white solid.

According to the analysis of related databases, 4983-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Li Jianhao; Li Zheng; Wang Weihua; Tan Haoxiong; Wang Xuli; Cui Yunzeng; Xie Zeqiang; Zhang Yingjun; (101 pag.)CN109251166; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 611-08-5 ,Some common heterocyclic compound, 611-08-5, molecular formula is C4H3N3O4, 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.

5-nitropyrimidine-2,4(1H,3H)-dione 5 (8.66 g, 55.1 mmol) was dissolved in freshly distilled phosphorus oxytrichloride (25.7 mL, 275.5 mmol) at room temperature. N,N-Dimethylaniline (17.4 mL, 137.8 mmol) was added dropwise to the stirred solution and the reaction was refluxed for 3 hours, or until complete. The black solution was cooled and concentrated under reduced pressure to remove excess phosphorus oxytrichloride, then poured into ice-water (82 mL). The aqueous solution was extracted with diethyl ether (3 x 110 mL), and the combined organic layers were washed with brine (160 mL), dried over anhydrous magnesium sulfate and the solvent evaporated to yield a brown oil. The crude product was purified by silica gel chromatography using ethyl acetate/hexane (1/10 v/v) as an eluent. The product was obtained as a yellow oil 5 (4.3 g, 22.5 mmol, 41percent). m.p. 29-30 °C; Rf 0.42 (1/10 v/v ethyl acetate/hexane); IR (ZnSe cell, solid) vmax: 1541 (s, NO2), 1342 (s, NO2/C-N=C), 1305 (s, NO2/C-N=C), 1203 (s, C-Cl), 1178 (s, C-Cl), 871 (s, C=C-H), 678 (s, C=C-H); 1H NMR (500 MHz, CDCl3): delta 9.16 (1H, s) ppm; 13C NMR (125 MHz, CDCl3): delta 162.74 (4-CCl), 156.62 (6-CH), 155.69 (2-CCl), 141.67 (5-CNO2) ppm; LRMS (+ GC/MS, 3.14 min) m/z: 197, 195, 193 ([M]+, 7, 39, 59percent), 160, 158 ([M – Cl]+, 25, 70percent), 137, 135 ([M – (CH2ClN)2 + H]+, 34, 53percent), 124, 122, 120 ([M ? (C2HClN)3 + H]+, 11, 65, 100percent), 93 (63percent), 65, 63 (32, 78percent).

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. 611-08-5, 5-Nitrouracil, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Munoz, Lenka; Kavanagh, Madeline E.; Phoa, Athena F.; Heng, Benjamin; Dzamko, Nicolas; Chen, Ew-Jun; Doddareddy, Munikumar Reddy; Guillemin, Gilles J.; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 29 – 34;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2927-71-1, Adding some certain compound to certain chemical reactions, such as: 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 2927-71-1.

Step 2 2-Chloro-5-fluoropyrimidine (7) To a stirred, refluxing mixture of 2,4-dichloro-5-fluoropyrimidine (17.0 g, 0.102 mol) and zinc (100 mesh, 20.0 g, 0.305 mol) in THF (100 mL) was slowly added acetic acid (5.8 mL, 0.102 mol). The resulting reaction mixture was refluxed for 3 h, then cooled to RT. Solids were removed by filtration and the filtrate concentrated in vacuo. The residue was chromatographed on silica gel 60 (200 g), eluding with 10-50% ethyl acetate in hexane to give the title compound. 1H NMR (400 MHz, CDCl3): delta8.53 (s, 2 H, Ar).

According to the analysis of related databases, 2927-71-1, 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

Synthetic Route of 56181-39-6, 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. 56181-39-6, name is 5-Bromo-4-chloropyrimidine, molecular formula is C4H2BrClN2, 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 (S)-2-amino-4-((2,2-difluoroethyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid (150 mg, 405 mumol) and 5-bromo-4-chloropyrimidine (94 mg, 486 mumol) in THF (1.2 mL) and H2O (0.3 mL) was added NaHCO3 (170 mg, 2.02 mmol) and the resulting mixture was stirred at 70 C. for 1 h and then allowed to cool to rt and then adjusted to pH=6 by the addition of 1 M aq. HCl and concentrated in vacuo to give the title compound that was used without further purification. LCMS (ESI+): m/z=527.2 (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 56181-39-6, 5-Bromo-4-chloropyrimidine.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 15400-57-4, Adding some certain compound to certain chemical reactions, such as: 15400-57-4, name is Methyl 4-methoxy-2-(methylthio)pyrimidine-5-carboxylate,molecular formula is C8H10N2O3S, 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 15400-57-4.

A mixture of of 2.2 g of methyl 4-methoxy-2-(methylthio)pyrimidine-5-carboxylate, 15 g of Raney nickel (washed with methanol to remove water) and 200 mL of methanol was stirred under 1 atm hydrogen overnight. Conversion was incomplete by LCMS so the mixture was filtered and treated with 15 g of fresh Raney nickel under hydrogen overnight. After filtration and concentration under reduced pressure, purification by flash chromatography (0%-10% ethyl acetate in hexanes) gave the prodcut as white crystalline solid: MS (m+1) = 169.1; 1H NMR (400 MHz, CDC13) 9.0 (s, IH), 8.82 (s, IH), 4.1 (s, 3H), 3.9 (s, 3H).

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. 15400-57-4, Methyl 4-methoxy-2-(methylthio)pyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/67511; (2007); A2;,
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, Quality Control of 2-Chloro-5-nitropyrimidine, blongs to pyrimidines compound. Quality Control of 2-Chloro-5-nitropyrimidine

Acetic acid (15 mL, 261 mmol, 8 equiv) was slowly added to a stirred mixture of iron powder (11 g, 196 mmol, 6 equiv), 2-chloro-5-nitro-pyrimidine (5.3 g, 3 3. 33 m mol, 1 e quiv), a nd m ethanol (75 mL). Note: the reaction will exotherm if the acetic acid is added rapidly. After three hours, the reaction mixture was diluted with EtOAc (300 mL), filtered through celite, and neutralized with aqueous K2CO3 (200 mL). The organic layer was separated, washed with H20 (200 mL) and brine (200 mL), dried (NA2SO4), filtered, and concentrated to give 2 as a yellow solid (2.5 g, 58%, m/z+ = 130. 1).

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; CYTOKINETICS, INC.; WO2005/5382; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia