Day: March 25, 2022

Synthetic Route of 20924-05-4 ,Some common heterocyclic compound, 20924-05-4, molecular formula is C7H8N2O4, 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 20 N-[2-(Benzothiazole-2-sulfonylamino)-ethyl]-N-[(thymin-1-yl)-acetyl]-glycine ethyl ester To the mixture of N-[2-(benzothiazole-2-sulfonylamino)-ethyl]-glycine ethyl ester (1.72 g, 5 mmol), (thymin-1-yl)-acetic acid (0.92 g, 5 mmol), HOBt (0.81 g, 6 mmol), and DCC (1.24 g, 6 mmol) in DMF (15 ML) was added N,N-diisopropylethylamine (1.31 ML, 7.5 mmol) at ambient temperature.The resulting reaction mixture was stirred for 5 h at the same temperature and the solvent was removed in vacuo to 5 ML. The residue was dissolved in dichloromethane (50 ML) and the precipitate was filtered.The filtrate was washed with 1N HCl aqueous solution, saturated sodium bicarbonate solution, and brine.The organic layer was dried over magnesium sulfate and filtered.The filtrate was concentrated and the residue was triturated with ethyl alcohol.The resulting solid was filtered off and dried in vacuo to give the title compound (1.91 g, 75%) as a white solid. 1H NMR (500 MHz; DMSO-d6) delta 11.29 (s, 0.6H), 11.28(s, 0.4H), 8.99(brs, 0.6H), 8.82(brs, 0.4H), 8.28(m, 1H) 8.18(d, 1H) 7.66(m, 2H) 7.31(s, 0.6H) 7.42(s, 0.4H) 4.66(s, 1.2H) 4.47(s, 0.8H) 4.31(s, 0.8H), 4.05(s, 1.2H), 4.04(q, 1.2H), 3.55(t, 1.2H), 3.40~3.34(m, 2.8H), 3.20(t, 0.8H), 1.73(s, 3H), 1.19(t, 1.2H), 1.14(t, 1.8H).

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. 20924-05-4, 2-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kim, Sung Kee; Lee, Hyunil; Lim, Jong Chan; Choi, Hoon; Jeon, Jae Hoon; Ahn, Sang Youl; Lee, Sung Hee; Yoon, Won Jun; US2003/225252; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 25746-87-6 ,Some common heterocyclic compound, 25746-87-6, molecular formula is C7H10N2O2, 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.

Pyrimidine-4-carbaldehyde (C12) A solution of 4-(dimethoxymethyl)pyrimidine (C11) (90 g, 0.58 mol) and concentrated hydrochloric acid (10 mL) in water (300 mL) was heated at 60-70 C. for 24 hours. The mixture was cooled and evaporated under reduced pressure to afford a glass-like mass, which was basified with aqueous potassium carbonate solution and extracted with ethyl acetate. The combined organic layers were concentrated in vacuo, and the residue was purified by distillation to afford the product as an oil. Yield: 16.3 g, 0.15 mol, 26%. GCMS m/z 108.0 (M+). 1H NMR (400 MHz, DMSO-d6) delta 7.90 (dd, J=5.0, 1.5 Hz, 1H), 9.14 (d, J=5.0 Hz, 1H), 9.49 (d, J=1.5 Hz, 1H), 9.96 (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. 25746-87-6, 4-Dimethoxymethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc; US2011/98272; (2011); 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 56741-95-8, name is 2-Amino-5-bromo-4-hydroxy-6-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C10H8BrN3O

To a solution of 35 (0.25 g, 0.94 mmol) in DMF (8 mL) was added NEt3 (0.14 mL, 0.99 mmol) and diethyl pyrocarbonate (0.27 mL, 1.89 mmol). The reaction mixture was maintained at 65 C. for 20 h. The solvent was removed and the residue treated with DCM. The resulting mixture was filtered to remove the remaining starting material 35 and the filtrate washed with aqueous NaHCO3, brine and dried (MgSO4). The filtrate was concentrated and purified by HPLC (Thomson ODS-A 100A 5mu 150×21.2 mm column; flow rate=30 mL/min; CH3CN with 0.05% TFA (A), Water with 0.05% TFA (B); Make up pump flow=0.9 mL/min; Make up pump mobile phase; MeOH with 0.05% TFA using a gradient system as follows: t=0; 15% A, 85% B; t=3.0 min; 15% A, 85% B; t=9.5 min; 70% A, 30% B; t=10.0 min; 100% A, 0% B; t=12.0 min; 100% A, 0% B; t=12.5 min; 15% A, 85% B; t=15.0 min; 15% A, 85% B.) to afford 54 mgs of 36 (17%) as a clear oil: 1H NMR (400 MHz, CDCl3)delta 7.66 (m, 1H), 7.44 (m, 3H), 4.26 (q, J=7.6 Hz, 2H), 1.32 t, J=6.8 Hz, 3H); MS (+)-ES [M]+338.1 [M+2]+340.0 m/z. Elemental analysis for C13H12BrN3O3: calc’d: C, 46.17; H, 3.58; N, 12.43; found: C, 46.43; H, 3.74; N, 11.95.

With the rapid development of chemical substances, we look forward to future research findings about 56741-95-8.

Reference:
Patent; Averett, Devron R.; US2005/54590; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3551-55-1 ,Some common heterocyclic compound, 3551-55-1, molecular formula is C6H8N2O2, 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.

2,4-Dimethoxypyrimidine (1.4 g, 10 mmol) was dissolved in tetrahydrofuran (14 mL) under nitrogen. cool down to around 0 C, 1M magnesium dichloride(2,2,6,6-tetramethylpiperidine)lithium salt (11 mL, 11 mmol) was added dropwise with stirring. Stirring was continued for 2 hours, then iodine (2.79 g, 11 mmol) was added with stirring. After maintaining the low temperature reaction for 2 hours, it was naturally warmed to room temperature and stirring was continued for 6 hours. The reaction was quenched with aqueous ammonium chloride solution was poured into ethyl acetate and extracted three times were combined, washed, dried, and concentrated. After the obtained crude column chromatography, 5-iodo-2,4-dimethoxypyrimidine (2.34 g, yield: 88%) was obtained

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3551-55-1, its application will become more common.

Reference:
Patent; Fuxin Fulongbao Pharmaceutical Technology Co., Ltd.; Cai Fanping; Li Xinming; (5 pag.)CN109232385; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 19808-30-1, 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. 19808-30-1, name is 5-Bromopyrimidin-4(3H)-one, molecular formula is C4H3BrN2O, 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.

To a mixture of 5-bromopyrimidin-4-ol (1-111) (40 g, 0.22 mol) in POCI3 (300 mL) was added in a dropwise manner DIPEA (29 g, 0.22 mol) at room temperature. Then the resulting mixture was heated to reflux for 3 hr. TLC (petroleum ether/EtOAc 1 :1) showed the reaction was complete. Excess POCI3 was removed through distillation under reduced pressure. The residue was poured into ice-water (300 mL) slowly with stirring. The mixture was extracted with EtOAc (2 x 300 mL), the combined organic layers were washed with water (300 mL), brine (300 mL), dried over Na2S04 and concentrated under vacuum. The residue was purified by silica gel chromatography (petroleum ether/EtOAc from 20:1 to 10:1) to give 5-bromo-4-chloropyrimidine (1-112) (25 g, 60%) as a yellow oil.

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 19808-30-1, 5-Bromopyrimidin-4(3H)-one.

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22433-12-1, 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. 22433-12-1, name is (5-Bromopyrimidin-2-yl)methanol, molecular formula is C5H5BrN2O, 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.

EXAMPLE 51 2-(2-Pyrimidylmethylthio)ethylguanidine sulphate A mixture of 5-bromo-2-hydroxymethylpyrimidine (5.6 g.) and magnesium oxide (5.6 g.) in water/ethanol (2:1) was submitted to hydrogenolysis over 10% palladised charcoal for 0.5 hour. Filtration, concentration and ether extraction from an aqueous solution of the residue afforded 2-hydroxymethylpyrimidine (1.85 g.) as a mobile liquid. Reaction of this compound with thionyl chloride gives 2-chloromethylpyrimidine.

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 22433-12-1, (5-Bromopyrimidin-2-yl)methanol.

Reference:
Patent; Smith Kline & French Laboratories Limited; US3950333; (1976); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4214-85-1, 2-Amino-6-methyl-5-nitro-3H-pyrimidin-4-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, Recommanded Product: 2-Amino-6-methyl-5-nitro-3H-pyrimidin-4-one, blongs to pyrimidines compound. Recommanded Product: 2-Amino-6-methyl-5-nitro-3H-pyrimidin-4-one

A mixture of 58 (20 g) with dry DMF (250 ml) and DMF dimethylacetal (75 ml) was stirred at 100 C. for 24 h and then cooled.. acetone (500 ml) was added and the mixture was filtered and washed with acetone affording 10 as an orange/brown solid (26.3 g, 80%).. Recrystallization from DMF gave an orange solid with mp>300 C. (dec).. 1H NMR (d6-DMSO) delta 8.59 (s, 1H), 7.81 (d, J=12.5 Hz, 1H), 5.30 (d, J=12.5 Hz, 1H), 3.12 (s, 3H), 3.00 (s, 3H), 2.93 (s, 6H).. 13C NMR delta 168.4, 166.0, 159.2, 158.5, 149.5, 129.1, 90.6, 41.8, 35.7.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4214-85-1, 2-Amino-6-methyl-5-nitro-3H-pyrimidin-4-one, and friends who are interested can also refer to it.

Reference:
Patent; Industrial Research Limited; Albert Einstein College of Medicine of Yesheva University; US6693193; (2004); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1450-86-8, Pyrimidine-4(3H)-thione, 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, Safety of Pyrimidine-4(3H)-thione, blongs to pyrimidines compound. Safety of Pyrimidine-4(3H)-thione

General procedure: To a solution of compound 1 (240 mg, 0.39mmol) in tetrahydrofuran (THF; 5ml) at 0 C were added triphenylphosphine (150 mg, 0.57 mmol), diethylazodicarboxylate (0.10ml, 0.55mmol) and benzo[d]oxazole-2-thiol (85 mg, 0.56ml) and stirred at 0 C for 1 h. The mixture was stirred at RT for 16 h. The mixture was diluted with 2N HCl (1ml)-MeOH (1ml) and then stirred at RT for 30 min and concentrated under reduced pressure. The resulting residue was dissolved by water and washed with diethyl ether. The mixture was added to NaHCO3 (150 mg), then extracted with ethyl acetate, washed with water, dried over MgSO4 and concentrated under reduced pressure. The resulting residue was purified by preparative TLC (CHCl3/CH3OH/28 % aq NH4OH=20/1/0.1) toobtain the title compound as a colorless solid (147.6mg, 71%).

The synthetic route of 1450-86-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wakiyama, Yoshinari; Kumura, Ko; Umemura, Eijiro; Ueda, Kazutaka; Masaki, Satomi; Kumura, Megumi; Fushimi, Hideki; Ajito, Keiichi; Journal of Antibiotics; vol. 69; 5; (2016); p. 368 – 380;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 17180-94-8, 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. 17180-94-8, name is 5-Chloropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a solution of the nitrile / sulfone (1.2 mmol) in THF (5 ml) at -78 oC (under an N2atmosphere) was added LiHMDS (1.2 mL of 1 M in THF, 1.2 mmol) dropwise and thereaction mixture was stirred at this temperature for 5 minutes. The heterocycle (1 mmol,1 eq.) was added at while the reaction mixture was at -78oC, the cooling bath wasremoved and the reaction mixture was stirred until the reaction was judged complete byLCMS analysis (generally 1 h). Solid KMnO4 (316 mg, 2 mmol, 2 eq.) and acetonitrile(1 ml) were added and the reaction mixture was stirred at room temperature until thereaction was judged complete by LCMS analysis (generally 4-6 h). The reaction mixturewas poured into saturated aqueous NaHCO3 and the layers separated. The aqueous layerwas then extracted with EtOAc (3x). All organics were combined, washed with water,brine, dried (Na2SO4) and evaporated to dryness. Purification by silica gel columnchromatography (12 g Isco silica cartridge) using hexanes and EtOAc gave the desiredproducts.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17180-94-8, its application will become more common.

Reference:
Article; Anderson, Corey; Moreno, Jesus; Hadida, Sabine; Synlett; vol. 25; 5; (2014); p. 677 – 680;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 108-53-2 ,Some common heterocyclic compound, 108-53-2, molecular formula is C4H5N3O, 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: To a 100 ml RBF, compound 6a (10 mmol), heterocyclic amine (2.18 g, 10 mmol) and TBTU (3.21 g, 10 mmol) and dry CH2Cl2 (15 ml) were taken and the contents of the flask were cooled in an ice-bath. DIPEA (8.9 ml, 50 mmol) was added drop wise to the flask over a 1-hr period. The reaction mixture became clear after complete addition. The ice-bath was removed and the reaction mixture was stirred at room temperature for 48 hrs. The white solid (precipitated out of the reaction mixture) was filtered and washed with water (20 ml). The crude products were directly recrystallised from boiling 1,4-dioxane.

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. 108-53-2, 2-Aminopyrimidin-4(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Agrawal, Madhavi; Kharkar, Prashant; Moghe, Sonali; Mahajan, Tushar; Deka, Vaishali; Thakkar, Chandni; Nair, Amrutha; Mehta, Chirag; Bose, Julie; Kulkarni-Almeida, Asha; Bhedi, Dilip; Vishwakarma, Ram A.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 20; (2013); p. 5740 – 5743;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia