Day: August 13, 2021

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.3977-29-5, name is 2-Amino-6-methylpyrimidin-4(1H)-one, molecular formula is C5H7N3O, molecular weight is 125.13, as common compound, the synthetic route is as follows.Product Details of 3977-29-5

1,12-Diisocyanatododecane (4.5 g) and methylisocytosine (or 2-amino-4-hydroxy-6-methyl-pyrimidine, 0.37 g) were suspended in a 10 mL flask. The mixture was stirred overnight at 90° C. under an argon atmosphere. After cooling to room temperature, 2 mL of hexane was added to the suspension, while stirring was continued. The suspension was poured into 40 mL of hexane. The precipitated product was filtered, washed with several portions of hexane and dried in vacuum. A white powder was obtained. 1H NMR (300 MHz, CDCl3): delta 13.1 (1H), 11.8 (1H), 10.1 (1H), 5.8 (1H), 3.3 (4H), 2.1 (3H), 1.6 (4H), 1.4 (16H). FT-IR (neat): nu (cm-1) 2918, 2267, 1698, 1665, 1577, 1523, 1223.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3977-29-5, 2-Amino-6-methylpyrimidin-4(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; SupraPolix B.V.; US2008/260795; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, 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, name: 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. name: 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione

In toluene was added with stirring 506.77 g of methyl-6-chloro-uracil 96.36 g, 2-cyanobenzylbromide 129.36 g, triethylamine 45.54 g, the reaction was stirred for about 80 C, cooled to room temperature, purified water was added with stirring analysis crystal suction filtration and dried to afford the product 146.62 g, mp: 164.6-166.5 C

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; Jilin Pharmaceutical College; Chang Sheng; Ma Jingjie; Zheng Xianjing; Dong Linlin; Yin Shuzhu; (10 pag.)CN108912093; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 932-52-5 ,Some common heterocyclic compound, 932-52-5, molecular formula is C4H5N3O2, 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.

The Schiff base ligand (H2L) was prepared by refluxing an equimolar amount (1:1M ratio) of 5-aminouracil (10g, 0.01mol) with 2-benzoyl pyridine (14.41g, 0.01mol) in ethanol, after 3h a few drops of concentrated sulfuric acid were added to the reaction mixture. The precipitated product was filtered and washed several times with ethanol and dried in a vacuum desiccator over anhydrous CaCl2 for one day, the reactions were monitored by TLC. The measured melting point of product is 207C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,932-52-5, its application will become more common.

Reference:
Article; Abdel-Monem, Yasser K.; Abouel-Enein, Saeyda A.; El-Seady, Safa M.; Journal of Molecular Structure; vol. 1152; (2018); p. 115 – 127;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 69034-12-4, 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

A mixture of (R)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine (Intermediate 39, the configuration of the stereocenter is arbitrarily assigned; 110 mg}, 2-chloro-5-trifluoromethyl-pyrimidine (76 mg), K2CO3 (100 mg), and dimethyl sulfoxide (1.5 mL) is stirred at 110 C. for 3 h. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extracts are washed with brine, dried (Na2SO4), and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 30:70?10:90) to give the title compound. LC (method 5): tR=1.32 min; Mass spectrum (ESI+): m/z=510 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; US2013/18030; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1211443-61-6, 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 1211443-61-6 as follows.

A mixture of 2-chloro-7-cyclopentyl–N, N- dimethyl -7H- pyrrolo [2,3-d] pyrimidine-6-carboxamide (200mg, 0.68mmol), 5- (2- oxazolyl -7- aza-spiro [3.5]Nonane-1-yl) -2-amino-pyridine (0.17g, 0.78mmol), Cs2CO3 (0.20g, 1mmol), BINAP (20mg, 0.03mmol) andPd (OAc) 2 (10mg, 0.03mmol) was added mixed in 1,4-dioxane (30mL), purged with N2 at 95 react overnight.The reaction solutionAfter cooling, water was added (20 mL), and extracted with dichloromethane (40mL × 3), the organic phase was washed with water (15mL) washed with saturated brine (15mL) wash,Dried over anhydrous sodium sulfate, filtered, concentrated and the crude product is purified by silica gel column chromatography (methylene chloride / methanol (V / V) = 20/1), with methanolRecrystallized yellow solid (50mg, 15.4%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211443-61-6, its application will become more common.

Reference:
Patent; East Sunshine Pharmaceutical Co., Ltd.; Liu, Bing; Zhang, Yingjun; Nie, Linlin; Bai, Shun; Zheng, Changchun; Nie, biao; Li, Zhiyong; Tan, Yumei; (61 pag.)CN105294737; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.76196-80-0, name is Methyl 5-methylpyrimidine-2-carboxylate, molecular formula is C7H8N2O2, molecular weight is 152.1506, as common compound, the synthetic route is as follows.Application In Synthesis of Methyl 5-methylpyrimidine-2-carboxylate

To a solution of 211 methyl 5-methylpyrimidine-2-carboxylate [Example 9, Step 2] (2.5 g, 16.4 mmol, 1.00 equiv) in 89 methanol (40 mL) was added 212 NaBH4 (1.87 g, 49.3 mmol, 3.00 equiv) at 0 C. The resulting solution was stirred for 3 h at 25 C. The reaction was then quenched by the addition of 24 H2O (40 mL). The resulting mixture was concentrated under vacuum to remove MeOH. The resulting solution was extracted with ethyl acetate (3×50 mL). The organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to afford 1.3 g (63.9%) of 189 (5-methylpyrimidin-2-yl)methanol as a yellow solid. LC-MS: m/z=125 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,76196-80-0, Methyl 5-methylpyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Auspex Pharmaceuticals, Inc.; ZHANG, Chengzhi; (94 pag.)US2018/79742; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 54738-73-7 ,Some common heterocyclic compound, 54738-73-7, molecular formula is C5H3BrN4O, 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.

3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-ol (Intermediate A) (15.08 g, 70.5 mmol) was suspended in 189 ml of phosphous oxychloride. Diethylaniline (19 ml, 119.4 mmol) was added and the resulting reaction mixture was heated to 106 C. for 2 hours. After cooling to room temperature, the solvent was removed and the resulting amber syrup was poured to 300 ml of ice-water. 20 minutes later, the aqueous layer was extracted with diethyl ether (500 ml*4). The combined organic layer was washed, dried and evaporated to give 6.87 g of 3-bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine as light yellow solid. 1H NMR (DMSO) 8.857 (s 1H), 14.84 (bs, 1H); LC/MS (MH+=233).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54738-73-7, its application will become more common.

Reference:
Patent; Abbott Laboratories; US6921763; (2005); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 91717-22-5, Adding some certain compound to certain chemical reactions, such as: 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine,molecular formula is C10H16N4, 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 91717-22-5.

In a 100 mL jar, 2-amino-4-piperidinyl-6-methylpyrimidine (0.001 mol) was added,P-tolualdehyde (0.001 mol) and dimethyl malonate (0.0015 mol) were added with p-xylene (30 mL) as a solvent. The reaction was terminated in microwave at 100C for 50 minutes, and paraxylene was recovered under reduced pressure.Column chromatography (petroleum ether:ethyl acetate=4:1 V/V) gave the desired product.

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. 91717-22-5, 2-Amino-4-piperidino-6-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guizhou Institute Of Technology; Bai Song; Zhu Yunying; Wei Xian; Wu Qin; Zou Shuliang; Tang Qin; Gong Zhihai; Zhou Han; Zhou Hang; (14 pag.)CN108101855; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, molecular weight is 154.5571, as common compound, the synthetic route is as follows.Computed Properties of C5H3ClN4

Example 2 Preparation of 4-(1H-pyrazolo-4-phenoxy)aniline (3a-1) P-aminophenol (0.55g, 5.5mmol) and sodium hydroxide (0.20g, 5.5mmol) were added to 10mL water; potassium carbonate (0.76g, 5.5mmol) was added after resulting mixture was stirred for 30 minutes at normal temperature; the temperature was increased to 60C, and tetrahydrofuran solution of 4-chloro-1H-pyrazolopyrimidine (intermediate 2) (0.94g, 6.6mmol) was slowly added to the reaction solution; after one hour, reaction was stopped; after the tetrahydrofuran of the reaction system was distilled to dryness, the remaining system was extracted with ethyl acetate and water twice; the ethyl acetate layer was dried with anhydrous magnesium sulfate and then spun dry, and then introduced into a column for purification to obtain 0.77g 4-(1H-pyrazolo-4-phenoxy)aniline (3a-1) at a yield of 62.1%. 1H NMR (400 MHz, DMSO-d6): delta 14.07(s, 1H), 8.50(s, 1H), 7.67(s, 1H), 6.96(d, J=8.8 Hz, 2H), 6.64(d, J=8.8 Hz, 2H), 5.20(s, 2H) ppm. LCMS m/z: 228.1 [M + H].

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; GUANGXI WUZHOU PHARMACEUTICALS (GROUP) CO., LTD.; YANG, Shengyong; WEI, Yuquan; EP2889298; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5305-59-9, Adding some certain compound to certain chemical reactions, such as: 5305-59-9, name is 6-Chloropyrimidin-4-amine,molecular formula is C4H4ClN3, 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 5305-59-9.

A mixture of 4-(4-bromothiazolo[5,4-c]pyridin-2-yl)-3,5-dichlorobenzonitrile (0.250 g, 0.65 mmol), 4-amino-6-chloropyridine (0.080 g, 0.62 mmol), Pd2(dba)3 (0.030 g, 0.033 mmol), XantPhos (0.038 g, 0.065 mmol) and cesium carbonate (0.530 g, 1.60 mmol) in dioxane (6.5 mL) was degassed with nitrogen then heated at 70 C for 4 hours. The resulting mixture was diluted with DCM and water, and then filtered through Celite. The layers of the filtrate were separated and the organic layer, dried over Na2S04 and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography eluting with 0- 25% EtOAc in pentane and 0-10% EtOAc in DCM to give the desired compound as a yellow solid (0.215 g, 76% yield). ¾ NMR (300 MHz, DMSO-t¾: delta 11.16 (s, 1H), 8.65 (s, 1H), 8.52 (d, J= 5.6 Hz, 1H), 8.39 (s, 2H), 7.97 (s, 1H), 7.91 (d, J= 5.6 Hz, 1H). LCMS (Method E): RT = 3.83 min, m/z: 433 [M+H+].

According to the analysis of related databases, 5305-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia