Day: September 10, 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. 57473-32-2, name is 5,7-Dichloroimidazo[1,2-a]pyrimidine, molecular formula is C6H3Cl2N3, 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. category: pyrimidines

Example 6: S-^SR^RJ-S-CCT-Chloroimidazotl^-fllpyrimidin-S-yO^ethylJamino)^- methylpiperidin-l-yl)-3-oxopropanenitrile (47)47To a stirred solution of 5,7-dichloroimidazo[l,2-a]pyrimidine (46) (0.082 g, 0.43 mmol) in dioxane (2 niL) was added 3-((3R,4R)-4-methyl-3-(methylamino)piperidin-l-yl)-3- oxopropanenitrile (21) (0.10 g, 0.43 mmol), sodium hydrogen carbonate (0.036 g, 0.43 mmol) and water (2mL). The mixture was subjected microwave irradiation (100 C, Power Max, Power 50w) for 30 minutes. The reaction mixture was concentrated in vacuum and the residue obtained was purified by flash chromatography (silica gel 12 g, eluting with CMA-80 in chloroform 0 to 100%). The product obtained was repurifed by flash chromatography [silica gel 12 g, eluting with a mixture of ethyl acetate and methanol (9:1) in hexanes (0 to 100%)] to afford 3-((3R,4R)-3-((7- Chloroimidazo [ 1 ,2-alpha]pyrimidin-5-yl)(methyl)amino)-4-methylpiperidin- 1 -yl)-3 -oxopropanenitrile (47) (14 mg, 9.38%) as a colorless solid. 1HNMR (300 MHz, DMSO, 380K) delta 7.68 (d, J= 1.6, IH), 7.61 (d, J= 1.6, IH), 6.65 (s, IH), 3.93 (d, J= 5.1, 2H), 3.88 – 3.79 (m, 2H), 3.65 (dd, J= 8.3, 13.7, IH), 3.46 (d, J= 35.6, 2H), 3.00 (s, 3H), 2.32 (d, J= 6.9, IH), 1.80 – 1.58 (m, 2H), 1.03 (d, J= 7.0, 3H); MS (ES+): 347.1 (M + 1), 369.0 (M+23).Compound 46 is commercially available from Toronto Research Chemicals, or it can be prepared as described by, Revankar, Ganapathi R. et al., Journal of Medicinal Chemistry, 1975, 7S(12); or G. R. Revankar and R. K. Robins, Ann. KY. Acad. ScL, 1975, 255, 166.

With the rapid development of chemical substances, we look forward to future research findings about 57473-32-2.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish; WO2010/14930; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 171178-33-9, 6-Chloropyrido[3,2-d]pyrimidin-4(3H)-one, 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, Application In Synthesis of 6-Chloropyrido[3,2-d]pyrimidin-4(3H)-one, blongs to pyrimidines compound. Application In Synthesis of 6-Chloropyrido[3,2-d]pyrimidin-4(3H)-one

Method A: To a solution of 6-chloro-pyrido[3,2-d]pyrimidin-4(3H)-one (200 mg,1.1 mmol) in 1 ,4-dioxane (20 ml) and water (10 ml) was added 3,4-dimethoxyphenyl boronic acid (240 mg, 1.32 mmol), potassium carbonate (380 mg, 2.75 mmol) and tetrakis(triphenylphosphine)palladium(0) (63 mg, 0.055 mmol). The reaction mixture was refluxed for 3 hours, cooled down to room temperature and the solvents were evaporated in vacuo. The residue was adsorbed on silica, purified by silica gel column chromatography (the mobile phase being a acetone/dichloromethane mixture, in a ratio gradually ranging from 30:70 to 40:60) and characterised by its mass spectrum as follows : MS (m/z) : 284 ([M+H]+, 100).Method B: A suspension of 2-carboxamido-3-amino-6-(3,4-dimethoxyphenyl)- pyridine (770 mg, 2.8 mmol) in triethyl orthoformate (28 ml) was refluxed for 12 hours. Then, the reaction mixture was cooled down and evaporated to dryness. The residue was purified by silica gel column chromatography (the mobile phase being an ethyl acetate/hexane mixture in a ratio gradually ranging from 2:8 to 3:7), resulting in the pure title compound (530 mg, yield 67 %) which was characterised by its mass spectrum as follows: MS (m/z) : 284 ([M+H)+, 100].

The synthetic route of 171178-33-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 4 AZA Bioscience nv; WO2006/135993; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 43212-41-5, 2,4-Dichloro-6-methoxypyrimidine, 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, 43212-41-5, blongs to pyrimidines compound. Recommanded Product: 43212-41-5

This product is mixed with morpholine in THF and stirred at 20-25 to give 6-methoxy-2-morpholino-4-chloropyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,43212-41-5, its application will become more common.

Reference:
Patent; Upjohn Company; US5099019; (1992); 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. 39551-54-7, name is 2,4-Dichloropyrido[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 39551-54-7

To a solution of 6h (200 mg, 0.30 mmol) and 2,4- dichloropyrido[3,2-cf|pyrimidine (59.6 mg, 0.30 mmol) in THF (3 mL) was added NN- diisopropylethylamine (0.21 mL, 1.19 mmol). After stirring at 75C for 18 h, the reaction was cooled to rt, diluted with EtOAc (10 mL), washed with water (10 mL) and brine (10 mL), dried over Na2SC>4, then filtered and concentrated in vacuo. The residue was subjected to silica gel chromatography eluting with hexanes-EtOAc to provide 6i. LC/MS (ESI) calculated for C15H20CIN5O: m/z 322.14, found 322.12 [M+H]+; tR = 0.98 min. on LC/MS Method A.

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, 39551-54-7, 2,4-Dichloropyrido[3,2-d]pyrimidine.

Reference:
Patent; GILEAD SCIENCES, INC.; CHIN, Gregory; MACKMAN, Richard L.; MISH, Michael R.; ZABLOCKI, Jeff; (121 pag.)WO2018/45150; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 22536-66-9, 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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide. A new synthetic method of this compound is introduced below.

To a solution of 0.07 g (0.19 mmol, 1.0 eq.) of(S)-1-amino-N-(3-chloro-4-fluorophenyl)-7- fluoro-2,3 -dihydro- 1H-indene-4-carboxami de hydrochloride (Vild) and 30 mg (0.21 mmol, 1.10 eq.) of 2-chloropyrimidine-4-carboxamide in 2 mL of NIVIP was added 0.07 ml (0.39mmol, 2.0 eq.) of N,N-diisopropylethylamine, and the mixture was subjected to microwave irradiation maintaining a reaction temperature of 130 C for 1 h. The mixture was diluted with 50 mL of ethyl acetate and washed 2 x 20 ml of water followed by 10 mL of brine. The organic phase was dried (Na2SO4), filtered and the solvent was removed in vacuo. The residue was purified by flash chromatography (Si02, eluting with a linear gradient of 0-30%ethyl acetate/hexanes) to provide 24 mg (0.05 mmol, 29%) of(S)-2-((4-((3-chloro-4- fluorophenyl)carbamoyl)-7-fluoro-2,3 -dihydro- 1H-inden- 1 -yl)amino)pyrimidine-4- carboxamide (104). LCMS: m/z found 444. 1/446.1 [M+H]. HPLC: RT = 4.13 mm (Method A); ?H NIVIR (300 MFIz, Methanol-d4) 8.50 (d, 1H), 7.93 (dd, 1H), 7.61-7.72 (m, 1H), 7.50- 7.60 (m, 1H), 7.16-7.28 (m, 2H), 7.03 (t, 1H), 5.88-5.95 (m, 1H), 3.07-3.48 (m, 2H), 2.55-2.66(m, 1H),2.10(m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22536-66-9, its application will become more common.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; COLE, Andrew, G.; DORSEY, Bruce, D.; KAKARLA, Ramesh; KULTGEN, Steven; QUINTERO, Jorge; (353 pag.)WO2018/172852; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3740-92-9, 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.3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine, molecular formula is C10H6Cl2N2, molecular weight is 225.07, as common compound, the synthetic route is as follows.

EXAMPLE IX Seven grams of 4,6-dichloro-2-phenylpyrimidine is added in small portions to 30 ml. of beta-methoxyethylamine with slight warming and stirring. The resulting mixture is heated on a steam bath for several minutes and then poured into 500 ml. of water. The product thus obtained (5.1 g.) is recrystallized from n-heptane to afford 4-chloro-6-(2-methoxyethylamino)-2-phenylpyrimidine, 48.5°-50°C. Anal. for C13 H14 N3 OCl: Calcd. C, 59.21; H, 5.35; N, 15.93. Found: C, 59.32; H, 5.31; N, 15.72.

Statistics shows that 3740-92-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-phenylpyrimidine.

Reference:
Patent; American Home Products Corporation; US3940395; (1976); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6299-85-0 , The common heterocyclic compound, 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, 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 solution of Compound 8 (1.04 g, 5.0 mmol) and DIPEA (1.04 mL) in THF (5 mL) at 0 C. was added Compound 132 (0.92 g, 5.5 mmol). The mixture was warmed to RT and stirred overnight. The mixture was concentrated, diluted with water and extracted with EtOAc. The organic extracts were dried over Na2SO4 and concentrated. The residue was purified by flash chromatography (SiO2, 0-80% EtOAc/DCM) to give Compound 133 as a white solid (1.5 g). Yield 89%. LC/MS: m/z=338 [M+H]+ (Calc: 337).

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Purdue Pharma L.P.; Lynch, Stephen M.; Yao, Jiangchao; Park, Jae Hyun; Tafesse, Laykea; US2015/284383; (2015); 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. 14160-93-1, name is 4-Amino-6-chloropyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below., Formula: C5H4ClN3O

Compound 1.2 (249 mg, 1.58 mmol, 1 eq.) and 2,4,6- trimethoxybenzylamine (free-based by saturated sodium bicarbonate wash) (313 mg, 1.59 mmol, 1 eq.) were dissolved in dichloromethane (3 mL) at room temperature. Acetic acid (91 muL, 1.58 mmol, 1 eq.) was added and the reaction mixture was heated in a microwave at 100C for 5 minutes. Sodium triacetoxyborohydride (410 mg, 1.94 mmol, 1.2 eq.) was added at room temperature and the reaction was stirred overnight. Saturated sodium bicarbonate solution and ethyl acetate were added to the reaction mixture and the layers were separated. The product was extracted twice more with ethyl acetate. The combined organic layers were washed with saturated sodium bicarbonate solution, brine, and then dried over anhydrous sodium sulfate. After removal of the solvent under reduced pressure, the crude product was purified using silica gel column chromatography with a gradient of hexanes / ethyl acetate (l:l-M:2-»l:4-»0:100) followed by ethyl acetate / methanol (50:1) to afford compound 53.1 (287 mg, 0.846 mmol, 54%).

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, 14160-93-1, 4-Amino-6-chloropyrimidine-5-carbaldehyde.

Reference:
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2006/65703; (2006); 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. 36847-10-6, name is 4,6-Dibromopyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C4H2Br2N2

Synthesis Example 1 (0304) In this example, a method of synthesizing 9,9?-[pyrimidine-4,6-diyl bis(biphenyl-3,3?-diyl)]bis(9H-carbazole) (abbreviation: 4,6mCzBP2Pm) (the structural formula (100)), which is a heterocyclic compound of one embodiment of the present invention, is described. The structure of 4,6mCzBP2Pm is shown below. Synthesis of 4,6mCzBP2Pm (0305) First, 0.54 g (2.3 mmol) of 2,4-dibromopyrimidine, 1.8 g (5.0 mmol) of 3-(3-(9H-carbazol-9-yl)phenyl)phenyl boronic acid, and 69 mg (0.23 mmol) of tris(2-methylphenyl)phosphine were put into a 50-mL three-neck flask, and the air in the flask was replaced with nitrogen. (0306) Then, 4.9 mL of a 2M potassium carbonate aqueous solution, 12 mL of toluene, and 4 mL of ethanol were added to this mixture, and the mixture was degassed by being stirred under reduced pressure. To this mixture, 10 mg (0.045 mmol) of palladium(II) acetate was added and stirring was performed under a nitrogen stream at 90 C. for 16 hours. After the stirring, water was added to the mixture, and an aqueous layer was subjected to extraction with toluene. (0307) The obtained solution of the extract and an organic layer were combined, and the mixture was washed with water and saturated brine. Then, the mixture was dried with magnesium sulfate. This mixture was separated by gravity filtration, and the filtrate was concentrated to give an oily substance. The oily substance was purified by silica gel column chromatography (as the developing solvent, first hexane and toluene in a ratio of 5:1 were used, and then chloroform and ethyl acetate in a ratio of 50:1 were used). The obtained fraction was concentrated to give an oily substance. Chloroform was added to this oily substance, the mixture was suction-filtered through Celite and alumina, and the filtrate was concentrated to give an oily substance. This oily substance was purified by high performance liquid column chromatography (HPLC) (developing solvent: chloroform). (0308) The obtained fraction was concentrated to give an oily substance. This oily substance was recrystallized with toluene/hexane to give 1.0 g of a target white solid in a yield of 63%. (0309) By a train sublimation method, 0.99 g of the obtained white solid was purified. In the purification by sublimation, the white solid was heated at 320 C. under the conditions where the pressure was 2.7 Pa and the argon flow rate was 5 mL/min. After the purification by sublimation, 0.91 g of a pale yellow solid was obtained at a collection rate of 92%. A synthesis scheme of the above synthesis method is shown in (A-1) below. (0310) Analysis results by nuclear magnetic resonance (1H-NMR) spectroscopy of the pale yellow solid obtained by the above-described synthesis method are described below. FIGS. 15A and 15B show the 1H-NMR chart. FIG. 15B is a chart where the range from 7 (ppm) to 10 (ppm) on the horizontal axis (delta) in FIG. 15A is enlarged. The results revealed that 4,6mCzBP2Pm (the structural formula (100)), which is a heterocyclic compound of one embodiment of the present invention, was obtained in this example. (0311) 1H-NMR (CDCl3, 300 MHz): g=7.30 (td, J=7.2 Hz, 1.2 Hz, 4H), 7.39-7.50 (in, 8H), 7.59-7.66 (m, 4H), 7.72 (t, J=7.8 Hz, 2H), 7.78-7.83 (m, 4H), 7.89 (s, 2H), 8.13-8.20 (in, 7H), 8.45 (s, 2H), 9.34 (sd, J=1.2 Hz, 1H).

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, 36847-10-6, 4,6-Dibromopyrimidine.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; SEO, Satoshi; KUBOTA, Yuko; TAKAHASHI, Tatsuyoshi; MITSUMORI, Satomi; (77 pag.)US2016/308139; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 160199-05-3, 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. 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine, molecular formula is C10H4Cl2N2S, 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.

In a round bottom flask, intermediate 1-3 (10 g, 39.2 mmol), (9-phenyl-9H-indazol-2-yl)boronic acid (11.3 g,39.2 mmol), tetrakistriphenylphosphonium (1.4 g, 1.2 mmol), sodium hydroxide (3.9 g, 98 mmol) and tetrahydrofuran (200 mL)Mixed solvent with deionized water (100 mL). The reaction system was heated to reflux at 80 C. After the reaction is completed, it is cooled to room temperature.The reaction solution was diluted with distilled water. The reaction mixture was then extracted with dichloromethane and water.Purification by silica gel chromatography, recrystallization to give intermediate 1-6 (13.6 g, 78%)

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 160199-05-3, 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine.

Reference:
Patent; Zhejiang Huaxian Optoelectric Technology Co., Ltd.; Zheng Xianzhe; Huang Dong; Hua Wanming; Quan Meizi; Zhao Xiaoyu; (34 pag.)CN109678876; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia