Day: June 29, 2021

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. 17573-78-3, name is 4,5,6-Trifluoropyrimidine. A new synthetic method of this compound is introduced below., name: 4,5,6-Trifluoropyrimidine

Example 1-3; 0.5 g of 4,5,6-trifluoropyrimidine, 0.38 g of 2-pentyn-l-ol and 0.62 ml of triethylamine were added to 1 ml EPO of toluene, then the mixture was stirred at room temperature for 1 hour. Then the reaction mixture was subjected to silica gel column chromatography to obtain 0.53 g of 4,5-difluoro-6-(2-pentynyloxy)pyrimidine. 1H-NMR: 1.15(t,3H), 2.26(qt,2H), 5. ll(t,2H) , 8.26(s,lH)

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, 17573-78-3, 4,5,6-Trifluoropyrimidine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2006/51891; (2006); 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. 22325-27-5, name is 2-Mercapto-4,6-dimethylpyrimidine, molecular formula is C6H8N2S, 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. COA of Formula: C6H8N2S

General procedure: The intermediates M1-4 were synthesized according to previously reported methods [8,9]. A solution of thiol (1 mmol) was prepared in 1% aqueous NaOH (5 mL). Then, we added, dropwise, 1 mL of halogenated-methyl flavonoids, M1-4 (1 mmol), in DMF. The mixture was heated to 90 C in an oil bath; alternatively it was sealed, and then irradiated in a Smith Creator microwave at 50-100 W to 90 C. After completion of the reaction, the mixture was diluted with water (40 mL) and the precipitate was filtered. Finally, the precipitate was recrystallized from an appropriate solvent to give the title compounds, 5-8.

With the rapid development of chemical substances, we look forward to future research findings about 22325-27-5.

Reference:
Article; Huang, Wei; Chen, Qiong; Yang, Wen-Chao; Yang, Guang-Fu; European Journal of Medicinal Chemistry; vol. 66; (2013); p. 161 – 170;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1421372-67-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1421372-67-9 as follows.

Compound 7 from the previous step, iron (12.8 g), and ammonium chloride (1.42 g) were heated in ethanol (100 mL) and water (30 mL) at reflux for 1.5 h. The mixture was cooled and filtered. The solids were rinsed with DCM. The filtrate was concentrated to approximately 20 mL and NaOH (1 N, 50 mL) was added. The gray precipitates were filtered off and rinsed with DCM. The mixture was partitioned and the organic layer was washed with NH4OH (50 mL), brine (100 mL) and concentrated to a brown foam (compound 8, 12 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1421372-67-9, its application will become more common.

Reference:
Patent; NEUFORM PHARMACEUTICALS, INC.; CHAORAN, Huang; CHANGFU, Cheng; (85 pag.)WO2017/117070; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 13509-52-9, 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. 13509-52-9, name is 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione (step 1) (5 g, 32.4 mmol) and chlorobenzene (50 mL) were charged to a 3 necked flask, and the vessel evacuated with nitrogen. Benzoyl chloride (commercial) (11.2 mL, 97 mmol) was added followed by zinc (II) chloride (5 g, 36.7 mmol) in one portion and the reaction was then heated to 110 C. for 16 h. The reaction was cooled to RT then poured into water (100 mL) and EtOAc (100 mL). The layers were separated and the aqueous extracted with EtOAc (2×150 mL). The combined organics were washed with water (100 mL) and dried (Na2SO4), filtered under reduced pressure and evaporated to leave an orange solid. The solid was washed with hexane followed by hot diethyl ether, affording the product as an off white solid. The mother liquors were further purified by chromatography on silica, eluting with 10%-100% EtOAc/hexane. The title product was obtained as a pale orange solid; [1758] 1H NMR (400 MHz, CDCl3) delta 7.89 (2H, dd), 7.60 (1H, t), 7.48 (2H, t), 3.52 (3H, s), 3.38 (3H, s), 2.26 (3H, s); [1759] LCMS Rt=0.80 min [M+H]+ 259 (Method 2minLC_v003).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13509-52-9, 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; AHMED, Mahbub; ASHALL-KELLY, Alexander; GUERITZ, Louisa; MCKENNA, Jeffrey; MCKENNA, Joseph; MUTTON, Simon; PARMAR, Rakesh; SHEPHERD, Jon; WRIGHT, Paul; US2014/171417; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 57489-77-7, 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 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 7 Synthesis of 5-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amine To 5,7-dichloropyrazolo[1,5-a]pyrimidine (200 mg, 1.06 mmol) in ACN was added Et3N (148 mul, 1.06 mmol) and cyclopropylamine (75 mul, 1.06 mmol). The reaction was refluxed at 80 C. overnight. The mixture was concentrated under reduced pressure, dissolved in DCM, and washed with water. The resulting organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford 156 mg of 5-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amine (70% yield). LCMS (M+1=209)

According to the analysis of related databases, 57489-77-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SENHWA BIOSCIENCES, INC.; Haddach, Mustapha; Tran, Joe A.; Pierre, Fabrice; Regan, Collin F.; Raffaele, Nicholas; Ravula, Suchitra; Ryckman, David M.; (417 pag.)US9303033; (2016); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 56844-12-3, 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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, 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.

General procedure: Compound 1 (1.00 g, 4.02 mmol) was mixed with (4-fluorophenyl)boronic acid (4c) (844 mg, 6.03 mmol), fine powdered K2CO3 (1.68 g, 12.1 mmol), Pd2(dba)3 (186 mg, 0.20 mmol) and 1,4-dioxane (20 mL). The reaction was then stirred at 110 C for 26 h under N2 atmosphere. The solvent was removed and the product was dissolved in diethyl ether (150 mL) and washed with water (3 × 150 mL). The organic phase was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was absorbed onto silica and purified by silica-gel column chromatography (n-pentane/acetone, 19/1), Rf = 0.28. Drying gave 415 mg (1.57 mmol, 39%) of 24c as a pale white solid, mp 142-143 C; HPLC purity: 91% (method B), tR = 23.5 min; 1H NMR (400 MHz, DMSO-d6) delta: 8.93 (s, 1H), 8.04-7.98 (m, 3H), 7.43-7.36 (m, 2H); 13C NMR (100 MHz, DMSO-d6) delta: 167.6, 163.0 (d, J = 248.6), 153.3, 152.8, 144.1, 130.8, 129.2 (d, J = 8.7, 2C), 128.5 (d, J = 3.1), 116.5 (d, J = 22.0, 2C), 115.1; 19F NMR (564 MHz, DMSO-d6) delta: -115.3 (s); IR (neat, cm-1): 3063, 1884, 1505, 1429, 1228, 1165, 813, 759, 670; HRMS (ESI, m/z): 264.9995 (calcd. C12H735ClFN2S, 264.9997, [M + H]+).

According to the analysis of related databases, 56844-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Larsen, Synne; Nonstad, Unni; Bj°rk°y, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 354 – 374;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1197953-49-3 ,Some common heterocyclic compound, 1197953-49-3, molecular formula is C12H12Cl2N3OP, 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.

Synthesis of 5 (0798) A solution of 2 (1.0 eq), 4 (1.4 eq), and 2.5 M HCl in ethanol (excess) in 2-methoxyethanol was sealed and heated at 120 C. with stirring for 5.5 hours and then cooled to r.t. The reaction was repeated 5 times and combined. The mixture was filtered and evaporated. Saturated Na2CO3 was added, followed by DCM with stirring strongly. The layers were separated and the aqueous layer was extracted with DCM. The organics were dried, evaporated and chromatographed [EtOAc/MeOH (7M ammonia) 20:1] to give a yellow solid. EtOAc was added and the suspension was refluxed for 30 minutes. After cooled to r.t., filtration gave a solid, which was dissolved in DCM, filtered, and evaporated to afford 5 as an off-white solid (66% yield).

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. 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (2015); 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. 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4HCl2N3O2

Dichloro pyrimidine, 1, (0.34 g, 1.75 mmol) is combined with THF (4 mL) and stirred in an ice/salt water bath under N2 atmosphere. Methylamine (2.0 M in THF, 1.4 mL, 2.8 mmol) is added slowly to the stirring solution. After 10 minutes the mixture is diluted with H2O (20 mL) and extracted with EtOAc (2.x.50 mL). The combined organics are dried over MgSO4 and concentrated. The crude residue is purified over silica (0-10percent. EtOAc/hexanes) to afford 150 mg (46percent yield) or the desired product as a yellow oil. 1H NMR (300 MHz, CDCl3) delta 9.06 (s, 1H), 8.43 (br s, 1H), 3.25 (d, J=5.1 Hz, 3H); ESI/MS: 189 (M+H).

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, 49845-33-2, 2,4-Dichloro-5-nitropyrimidine.

Reference:
Patent; The Procter & Gamble Company; US7256196; (2007); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3001-72-7 , The common heterocyclic compound, 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine, molecular formula is C7H12N2, 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.

General procedure: In a pressure-resistant container equipped with a stirrer,162 parts (0.89 mol) of triethyl phosphate (manufactured by Nippon Synthetic Chemical Industry Co., Ltd.) (A-1)130 parts (1.78 mol) of diethylamine (manufactured by BASF) (B-1) were charged, and the temperature was raised to 125 C. The reaction was allowed to continue for 30 hours with stirring. After cooling, the P-NMR of the reaction solution was measured. As a result, the peak of triethyl phosphate disappeared and only the peak of diethyl phosphate appeared. 260 parts (0.9 mol) of a methanol solution of 1,2,3,4-tetramethylimidazolium methyl carbonate (J-1) was added to this reaction solution for salt exchange. This solution was concentrated under reduced pressure at 100 C. using a rotary evaporator to obtain a yellow-brown solid. It was confirmed by 1 H-NMR and P-NMR that this yellowish brown solid was 1,2,3,4-tetramethylimidazolium diethylphosphate (K-1). In Example 1, 260 parts of a 1,2,3,4-tetramethylimidazolinium methyl carbonate salt methanol solution was changed to 112 parts ((0.9 mol)) of 1,5-diazabicyclo [4.3.0] -5-nonene (E-1 ), a yellow brown liquid was obtained in the same manner as in Example 1. It was confirmed by 1 H-NMR and P-NMR that this yellow-brown solid was 1,5-diazabicyclo [4.3.0] -5-nonenium diethyl phosphate (F-1).

The synthetic route of 3001-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANYO CHEMICAL INDUSTRIES LIMITED; SHIRAISHI, ATSUSHI; (21 pag.)JP5647820; (2015); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13223-25-1 , The common heterocyclic compound, 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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.

4-(2-Bromophenyl)piperazine-1-carboxylic acid tert-butyl ester (280 mg, 0.82 mmol),4,6-Dimethylpyrimidin-2-amine (151 mg, 1.23 mmol),Sodium tert-butoxide (0.16 g, 1.16 mmol), tris(dibenzylideneacetone) dipalladium (75 mg, 0.082 mmol) and(±)-2,2′-bis-(diphenylphosphino)-1,1′-binaphthyl (102 mg, 0.164 mmol) was added to anhydrous tolueneIn (20 mL), the reaction was heated to 120 C for 12 hours under a nitrogen atmosphere. The reaction was stopped, and the mixture was cooled to room temperature. The mixture was poured into water (100 mL), ethyl acetate (40 mL×3), and the organic phase was combined and washed with water (50 mL) and brine (50 mL) Dry and distill off the solvent under reduced pressure.The obtained crude product was subjected to column chromatography (dichloromethane:methanol (V:V)=50:1)The title compound (white solid, 274 mg, 87%)

The synthetic route of 13223-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Guo Zhengjiang; (39 pag.)CN109912514; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia