Day: February 23, 2021

Adding a certain compound to certain chemical reactions, such as: 3435-25-4, 4-Chloro-6-methylpyrimidine, 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, Recommanded Product: 4-Chloro-6-methylpyrimidine, blongs to pyrimidines compound. Recommanded Product: 4-Chloro-6-methylpyrimidine

Under Ar(g), to a mixture of pyrazin-2-amine (1) (209mg, 2.2mmol), 4- chloro-6-methylpyrimidine (2) (257mg, 2.0mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13ml_). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15ml_), H20 (10mL) and brine (5mL) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15ml_). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (279mg, 74%). (0630) LCMS (ES): Found 188.1 [M+Hf.

The synthetic route of 3435-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1114560-76-7, 4-Bromo-2-methylpyrimidine, 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, Computed Properties of C5H5BrN2, blongs to pyrimidines compound. Computed Properties of C5H5BrN2

A mixture of 4-fluoro-N-(l-(5,6,7,8-tetrahydro-l,5-naphthyridin-2- yl)cyclopropyl)benzamide hydrochloride (585 mg, 1.68 mmol), 4-bromo-2-methylpyrimidine (727 mg, 4.2 mmol), 2′-(bis(3,5-bis(trifluoromethyl)phenyl)phosphino)-3′,6′-dimethoxy- N2,N2,N6,N6-tetramethyl-[l,l’-biphenyl]-2,6-diamine (191 mg, 0.252 mmol), methanesulfonato(2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2′,6′- bis(dimethylamino)-l, -biphenyl)(2′-methylamino-l, -biphenyl-2-yl)palladium(II) (287 mg, 0.252 mmol) and sodium tert-butoxide (485 mg, 5.0 mmol) was evacuated and refilled with nitrogen for 3 times, followed by the addition of CPME (8.40 mL). The reaction mixture was heated at 80C for 14 h. The reaction mixture was cooled down, filtered, diluted with EtOAc and water. The organic layer was separated, washed with brine, dried over MgSO/ and concentrated. The residue was purified by flash chromatography (0-50% 3: 1 ethyl acetate :ethanol/hexanes, 24 gold silica column) to give the title compound as a solid. LC-MS 404.2 (M+l). ‘H NMR (600 MHz, DMSO-c) delta 9.27 (s, 1H), 8.19 (d, J = 6.1 Hz, 1H), 8.01 (dd, J = 8.3, 5.7 Hz, 2H), 7.79 (d, J = 8.5 Hz, 1H), 7.33 (t, J= 8.7 Hz, 2H), 7.14 (d, J = 8.5 Hz, 1H), 6.80 (d, J = 6.1 Hz, 1H), 3.86 (t, J= 5.9 Hz, 2H), 2.81 (t, J= 6.5 Hz, 2H), 2.41 (s, 3H), 1.95 (m, 2H), 1.52 (m, 2H), 1.23 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1114560-76-7, 4-Bromo-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DENG, Yongqi; ACHAB, Abdelghani; BECKER, Bridget, A.; BENNETT, Jonathan, D.; BHARATHAN, Indu; FRADERA, Xavier; GIBEAU, Craig; HAN, Yongxin; LI, Derun; LIU, Kun; PU, Qinglin; SANYAL, Sulagna; SLOMAN, David; YU, Wensheng; ZHANG, Hongjun; (269 pag.)WO2019/89412; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 16075-42-6, name is 2-Amino-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H4F3N3

To a solution of 2-amino-4-trifluoromethylpyrimidine (25 g, 0.15 mol) in CH3CN (600 mL) was added in the dark a solution of N-bromosuccinimide (34.8 g, 195 mmol) in acetonitrile (200 mL) over a period of 2.5 h. The reaction mixture was stirred for 4.5 h at RT and then concentrated. The residue was dissolved in EtOAc and H2O, the organic solvents were separated, washed with H2O and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography using EtOAc in hexane from 10% to 40% to provide the title compound as a beige solid (31.2 g, 85%). LC-MS: Rt 0.82 min; (LCMS method 2).

With the rapid development of chemical substances, we look forward to future research findings about 16075-42-6.

Reference:
Patent; NOVARTIS AG; Fairhurst, Robin Alec; Furet, Pascal; Kalthoff, Frank Stephan; Lerchner, Andreas; Rueeger, Heinrich; US2014/135330; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 35265-82-8 ,Some common heterocyclic compound, 35265-82-8, molecular formula is C7H4Cl2N2S, 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.

(1) To a solution of 50% aqueous dimethyl amine (0.15 g) in ethanol (5 mL) were added 2,4-dichloro-6-methylthieno[3,2-d]pyrimidine (0.25 g) and triethylamine (0.12 g) at room temperature, and the mixture was stirred for 2 h. The reaction mixture was concentrated under reduced pressure and diluted with chloroform and water, and then the aqueous layer was extracted with chloroform. The organic layer was washed with 1 M hydrochloric acid and saturated brine and then dried with anhydrous magnesium sulfate, the desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure and crystallized with diethyl ether to obtain 2-chloro-N,N,6-trimethylthieno[3,2-d]pyrimidin-4-amine (0.16 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,35265-82-8, its application will become more common.

Reference:
Patent; Taisho Pharmaceutical Co. Ltd.; Nissan Chemical Industries, Ltd.; EP2003131; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 26305-13-5, 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. 26305-13-5, name is 2,4-Dihydroxy-5,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below.

A mixture of RJ1-006 (4.00 g, 28.5 mmol), phosphorus(V) oxychloride (60 mL, 0.642 mol), and dimethylformamide (0.08 mL, 1.03 mmol) was heated to reflux at 110 C for 23 hours. The reaction mixture was then cooled to ambient temperature and evaporated. Toluene (80 mL) was added to the residue and the resulting mixture was concentrated. Cold water with ice (160 mL) was added to the residue, and the mixture was extracted with chloroform (3 x 60 mL). The combined organic layers were washed with brine (2 x 150 mL), dried over sodium sulfate, filtered, and concentrated to provide RJ1- 008 as a pale yellow solid (4.37 g, 87%). m.p. = 68-70 C. NMR (400 MHz, CDCb) delta 2.55 (s, 3H), 2.34 (s, 3H). LRMS (ESI+) m/z 177.1 (MC135C135+H)+, 179.0 (MC135C137+H)+, 181.0 (MC137C137+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26305-13-5, its application will become more common.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas J.; LAWRENCE, Harshani R.; (293 pag.)WO2017/66428; (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. 355806-00-7, name is (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C26H36FN3O6S

Example 1; Hydrolysis of terf-butyl ester of rosuvastatin in aqueous solution of amines; 7.5 g of terf-butyl ester of rosuvastatin 38 ml of demineralized water 2 to 5 equivalents of amineThe reactants and water as the solvent are stirred in the autoclave from 98 to 1000C for 1 to 4 hours. The reaction mixture is sampled and analyzed by HPLC (“High Pressure Liquid Chromatography”) to find out the completion of reaction. Results are shown in Table 1. EPO

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, 355806-00-7, (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; WO2006/136407; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 59989-18-3 ,Some common heterocyclic compound, 59989-18-3, molecular formula is C6H4N2O2, 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 8 2′-Deoxy-5-ethynyl-4′-thiouridine Starting with 5-ethynyluracil, this compound was prepared in a similar manner to that described in Example 5. 5ethynyluracil may be prepared from 5-ioduracil using the methodology analogous to that described by M. J. Robins et al (ibid). A sample of the pure beta-anomer of this compound was obtained by boiling the crude anomer mixture with MeOH and filtering off the product. 1 H-200 MHz NMR DMSO-d6 delta:11.6 (br s, 1H, NH); 8.42 (s, 1H, beta-6-H); 6.23(t, 1H, beta-1′-H); 5.1-5.35 (m, 2H, beta-3’+5′-OH); 4.25-4.45 (m, 1H, beta-3′-H); 4.15 (s, 1H CH); 3.55-3.75 (m,2H, beta-5′-H); 3.1-3.5 (beta-4’H, obscured by DOH); 2.1-2.4 (m,2H, beta-5′-H2). Mass spectrum: observed m/z 268 for C11 H11 N2 O4 S.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59989-18-3, its application will become more common.

Reference:
Patent; University of Birmingham; US5356882; (1994); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 36082-50-5 ,Some common heterocyclic compound, 36082-50-5, molecular formula is C4HBrCl2N2, 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.

To a stirred solution of 5-bromo-2,4-dichloropyrimidine (A, 5 g, 22.2 mmol) in MeOH (100 mL) was added NaOMe (1.6 g, 28.88 mmol) at 0 C and the reaction was stirred at r.t for 6 h. The reaction mixture was evaporated; the crude was taken in water and extracted with ethyl acetate (2 x 150 mL). The combined organic layer was washed with brine solution, dried over sodium sulfate and evaporated. The crude was purified on combiflash MPLC using 2% ethyl acetate in hexanes as eluent to afford 5-bromo-2-chloro-4-methoxypyrimidine as white crystalline solid (Al, yield: 4 g, 82%). LCMS (ES) m/z = 222.9, 224.9 [M] +, [M+2H]+; lH NMR (400 MHz, DMSO- d6) delta ppm: 4.01 (s, 3 H), 8.69 (s, 1H).

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. 36082-50-5, 5-Bromo-2,4-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; PUTTA, Rama Kishore V P; RAJAGOPAL, Sridharan; (179 pag.)WO2019/87214; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]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, Computed Properties of C5H3ClN4, blongs to pyrimidines compound. Computed Properties of C5H3ClN4

In a 100 mL three-necked flask, 1.88 g of 4-chloro-1H-pyrazolo [3,4-d] pyrimidine and 50 mL of ethyl acetate were added and the temperature was raised to 50 C. 50 mg of PPTs (pyridinium p-toluenesulfonate, catalyst amount) and 1.37 mL of 3,4-dihydro-2H-pyran (1.2 eq) were sequentially charged. 50 C incubation reaction 20-22h, TLC monitoring. The reaction was completed and the temperature was lowered to room temperature. The mixture was washed with water (60 mL ¡Á 1) and saturated NaCl solution (50 mL ¡Á 2), respectively. Dried over anhydrous MgSO4, the solvent was removed by rotary evaporation and dried. The resulting solid was extracted with petroleum ether (60 mL x 2). The solvent was evaporated to dryness and dried to give a pale yellow oily solid in 76.5% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Southern Medical University; Wu Xiaoyun; Fu Yu; Wang Yuanyuan; Wan Shanhe; Li Zhonghuang; Wang Guangfa; Tian Yuanxin; Zhang Tingting; Zhang Jiajie; (24 pag.)CN106496232; (2017); A;,
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. Quality Control of 4,6-Dichloro-5-methylpyrimidine

A mixture of 4,6-dichloro-5-methylpyrimidine (available from Sigma-Aldrich No.595446) (5 g, 30.70 mmol) in ammonia (7 M solution in MeOH, 15 ml, 105 mmol) was left under stirring for 40 min in a sealed vial at 140 0C. Water (300 ml) and EtOAc (600 ml) were added to the resulting white suspension and the two layers were separated. The aqueous phase was extracted with EtOAc (3 x 600 ml). The collected organic phases were dried (Na2SO4), filtered and concentrated under reduced pressure to give the title compound D3 (3.10 g, 20.73 mmol, 68% yield) as a white solid. UPLC: rt = 0.41 min, peaks observed: 144 (M+l, 100%) and 146 (M+ 1, 33%). C5H6ClN3 requires 143. 1H NMR (400 MHz, DMSO- d6) delta(ppm): 8.06 (s, 1 H), 7.09 (bs, 2 H), 2.07 (s, 3 H).

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/3997; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia