Month: October 2020

2380-63-4, Adding a certain compound to certain chemical reactions, such as: 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 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, 2380-63-4, blongs to pyrimidines compound.

IH-pyrazolo[3 4-dJpynmidn4arnine (1 5g 1111 mmol) was suspended in 15 nil of DMF and Nodosuccnmde (1 2 eq 3 0 g 13 34 mmol) added The mixture was heated at 180 0C in the microwave for an hour. EtOH (80 m) was added to the reacUonand a precipitate began to fo rn, hich was aided by sonicaton The preuipitate wasfiltered and Washed with EtOH (x3, 20 ml) and aUowed to dry in an oven at 40 Coveimghtto give a sand cooured soid (2115 g, 8105 mmol 730%) ?H NMR (500MHz, DMS06 13.80 (s, IN), 8.i(s, 1H) 7,796:.44 (m 2H);13C NMR (126 MHz,DM80) 6 157 60 (C) 156 08 CH) 155 04 (C), 102 50 (C), 89 82 (C) MS (ES +ve)[M+H)?: 283.9 (+Na), (ES -ye) [M-Hf: 259.9. 287.8 (+Na).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2380-63-4, its application will become more common.

Reference:
Patent; THE UNIVERSITY COURT OF THE UNIVERSITY OF EDINBURGH; UNCITI-BROCETA, Asier; FRASER, Craig; O. CARRAGHER, Neil; (146 pag.)WO2016/185160; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

113583-35-0, 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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, 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.

Comparative Example 2; Production of 2-cyanomethyl-4,6-dimethoxypyrimidine (the production method of Patent Literature 1); 436 g (2 mol) of 2-methanesulfonyl-4,6-dimethoxypyrimidine and 218 g (2.2 mol) of methyl cyanoacetate were dissolved in 2.0 liters of N,N-dimethylformamide. Thereto was gradually added 304 g (2.2 mol) potassium carbonate at 80C, followed by stirring for 3 hours at the same temperature. The reaction mixture was poured into ice water and the whole mixture was made acidic (pH = 1) using concentrated hydrochloric acid, followed by stirring for 1 hour. The precipitate (crystals) was separated by filtration and washed by water. The hydrated methyl 2-cyano-2-(4,6-dimethoxypyrimidin-2-yl)acetate obtained was suspended in 1.5 liters of dimethyl sulfoxide, followed by stirring for 3 hours at 150C. The reaction mixture was cooled to room temperature and poured into water. The precipitate (crystals) was separated by filtration, water-washed, and dried. 2-Cyanomethyl-4,6-dimethoxypyrimidine was obtained at a 60% 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. 113583-35-0, 2-Methanesulfonyl-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ihara Chemical Industry Co., Ltd.; EP2463277; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137281-39-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, the common compound, a new synthetic route is introduced below.

General procedure: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

Statistics shows that 137281-39-1 is playing an increasingly important role. we look forward to future research findings about 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1004-40-6, Adding a certain compound to certain chemical reactions, such as: 1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine, 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, 1004-40-6, blongs to pyrimidines compound.

General procedure: A mixture of 0.174 g of 3-methyl-1-phenyl-2-pyrazoline-5-one (1, 1.0 mmol), 0.150 g of 4-chlorobenzaldehyde (2,1 mmol), 0.160 g of 6-amino-2-thiouracil (3, 1 mmol) and 9.8 mm3 of piperidine as a catalyst (10%) in 8 cm3 of ethanol in a 100-cm3 round-bottomed flask fitted with areflux condenser was heated with stirring in an oil bath maintained at 80 C. After the complete appearance of the white solid and monitored by TLC, the reaction mixture was cooled to room temperature and resulting solid product was filtered, washed with ethanol to give products 4a-4r.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004-40-6, its application will become more common.

Reference:
Article; Bayat, Mohammad; Nasri, Shima; Mohammadali, Mohammad Reza; Monatshefte fur Chemie; vol. 148; 10; (2017); p. 1833 – 1842;,
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. 208465-21-8, name is Mesosulfuron-methyl. This compound has unique chemical properties. The synthetic route is as follows. 208465-21-8

Example 25 – 1-(4,6-Dimethoxypyrimidin-2-yl)-3-[2-(hydroxymethyl)-5- (methanesulfonamidomethyl henyl]sulfonyl-urea 8 To a solution of methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4- (methanesulfonamidomethyl)benzoate (2 g, 3.98 mmol) in THF (30 mL) was added lithium aluminium hydride (755 mg, 19.88 mmol), portionwise, at -20 C. The reaction mixture was warmed to ambient temperature over 1 h, after which time TLC showed complete consumption of the starting material. The reaction was quenched with IPA (5 mL), MeOH (5 mL) and H20 and then acidified to pH 3 with 2 M HCI before being extracted with EtOAc, the organic layer dried over MgS04 and the solvent removed in vacuo. The resulting product was purified by flash chromatography on silica gel (solvent EtOAc) to afford the desired product as a white solid (1.12 g, 59%). 1 H NMR deltaEta (CDCIs, 300 MHz): 9.11 (s, 1 H), 7.90 (s, 1 H), 7.53 – 7.51 (m, 1 H), 7.40 – 7.38 (m, 1 H), 7.24 – 7.20 (m, 1 H), 5.51 (s, 1 H), 4.75 (s, 2H), 4.06 (d, J = 6.0 Hz, 2H), 3.70 (s, 6H), 2.60 (br, 2 H), 2.56, (s 3H). ESI-MS 476.1 [MH]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,208465-21-8, Mesosulfuron-methyl, and friends who are interested can also refer to it.

Reference:
Patent; REDX PHARMA LIMITED; THOMPSON, William; JACKSON, Peter; LINDSAY, Derek; SCREEN, Thomas; MOLTON, Benjamin; URCH, Christopher; WO2013/136073; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

591-55-9, A common compound: 591-55-9, name is 5-Aminopyrimidine,molecular formula is C4H5N3, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

REFERENCE EXAMPLE 9 To 10 ml of dimethyl sulfoxide was added 1.40 g (12.5 mmol) of potassium tert-butoxide, and to the solution was added 951 mg (10.0 mmol) of 5-aminopyrimidine while cooling with water. After stirring at room temperature for 1 hour, 0.54 ml (5.0 mmol) of 2-fluorobenzonitrile was added thereto while cooling with water, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into ice-water, and the mixture was adjusted to pH 7.0 with 1 N hydrochloric acid, and filtered. The filter residue was dissolved in 200 ml of acetone, and the acetone solution was filtered. The filtrate was dried over magnesium sulfate, and the solvent was removed by distillation under reduced pressure to obtain 0.53 g (2.70 mmol) of 5-[N-(2cyanophenyl)amino]pyrimidine. Mass Spectrum (m/z): 196 (M+) NMR Spectrum (DMSO-d6, TMS internal standard) delta: 7.12 (1 H, t, J=7 Hz), 7.35 (1 H, d, J=8 Hz), 7.57-7.60 (1 H, m), 7.76 (1 H, dd, J=8 Hz, 1 Hz), 8.61 (2 H, s), 8.78 (1 H, s), 8.84 (1 H, s)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 591-55-9.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5538976; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

932-52-5, 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 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Example 26-methylpyrido[3,2-d]pyrimidine-2,4(1H,3H)-dione 2 Into a 2000-mL 4-necked round-bottom flask was placed a solution of 5-aminopyrimidine-2,4(1H,3H)-dione 1 (217 g, 1.71 mol, 1.00 equiv) in HCl (20%, 1302 mL), then added (E)-but-2-enal (143.5 g, 2.05 mol, 1.20 equiv). The resulting solution was heated to reflux for 3 h (hours) in an oil bath. The reaction mixture was cooled and filtered. The filtrate was concentrated under vacuum. The residual solution was diluted with 250 mL of water and adjusted to pH 10 with ammonia (25%). The isolated solid was collected by filtration, then washed with 2¡Á100 mL of water, 2¡Á250 ml of ethanol and 3¡Á500 mL of ether and finally dried in an oven. This resulted in 63 g (21%) of 6-methylpyrido[3,2-d]pyrimidine-2,4(1H,3H)-dione 2. 1H-NMR (400 MHz, CD3OD, ppm): 7.56 (2H, s), 2.60 (3H, s)

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 932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Castanedo, Georgette; Chan, Bryan; Lucas, Matthew C.; Safina, Brian; Sutherlin, Daniel P.; Sweeney, Zachary; US2011/207713; (2011); 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. 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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. 3934-20-1

56.8g (381mmol) 2,4-dichloropyrimidine was dissolved in 500ml of ethylene glycol dimethyl ether (0 leg), 50.1g (381mmol) of anhydrous AlCl3 was added under N2 protection conditions, stirred for 5min, added 50g (381mmol) of intermediate 2, heated to 80 CStir for 3 h. After the reaction was completed, it was cooled to room temperature, and the above mixed solution was added dropwise to 500 mL of vigorously stirred water, stirred at room temperature for 3 hours, and suction filtered to give a dark red solid. The filter cake was washed with water and methanol until the filter cake turned white and dried. 65. 1g of white solid, yield 70.1%,

The chemical industry reduces the impact on the environment during synthesis 3934-20-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Zhao Bingbing; Xu Shan; Xiao Zhen; Hu Xiaohan; Zhou Zhihui; He Jie; Lai Luogen; Yang Qi; Tian Fajuan; (31 pag.)CN109280048; (2019); 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. 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]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. 90213-66-4

To a mixture of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (1.67 g, 8.88 mmol), p- toluenesulfonyl chloride (1.72 g, 9.02 mmol) and triethylamine (2.50 mL, 18.0 mmol) in CH2C2 (15 mL), dimethylaminopyridine (30 mg, 0.24 mmol) was added. It was stirred at room temperature for 20 h. Water and CH2Ci2 were added. The organic phase was separated, washed with IN HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine as a solid (3.03 g).

The chemical industry reduces the impact on the environment during synthesis 90213-66-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

49845-33-2 , The common heterocyclic compound, 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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.

Isopropylamine(4.5ml) and N,N-diisopropylethylamine(13.2ml) were dissolved into 150ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitropyrimidine(10.0g) in dichloromethane(30ml) at 0¡ãC. After the completion of the dropwise addition, the mixture was kept at the same temperature to react for half an hour. Purification was conducted by a column chromatography to obtain a bright-yellow solid(10.1g) in a yield of 90.4percent.?1H NMR(400 MHz, CDCl3): delta 9.03(s, 1H), 8.24(s, 1H), 4.53(m, 1H), 1.34(d, J=6.8Hz, 6H)ppm.

According to the analysis of related databases, 49845-33-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia