Day: September 8, 2021

Reference of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Intermediate 216 2-(4-methylchroman-5-yl)oxy-5-nitro-pyrimidine [1137] [1138] 4-methyl-3,4-dihydro-2Hchromen-5-ol (Intermediate 211, 111 mg, 0.676 mmol) was dissolved in 5.0 mL of DMF. K2CO3 (140 mg, 1.01 mmol) and 2-chloro-5-nitropyrimidine (162 mg, 1.01 mmol) were added and the reaction mixture was stirred for 1 hour at room temperature. DMF was then evaporated under high vacuum and the residue was purified by flash chromatography on silica gel using cyclohexane/ethyl acetate from 1:0 to 7:3 as eluents affording the title compound (192 mg). [1139] 1H NMR (400 MHz, CDCl3) delta ppm 9.36 (2H, s), 7.21 (1H, t), 6.85 (1H, d), 6.68 (1H, d), 4.15-4.35 (2H, m), 2.90-3.02 (1H, m), 2.08-2.20 (1H, m), 1.65-1.75 (1H, m), 1.29 (3H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10320-42-0, its application will become more common.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; Alvaro, Giuseppe; Dambruoso, Paolo; Tommasi, Simona; Decor, Anne; Large, Charles; US2013/267510; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4316-93-2, 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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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.

Step 1: A solution of dibenzylamine (10.2 g) in dichloromethane (30 mL) is dripped into a solution of 4,6-dichloro-5-nitropyrimidine (10 g) in dichloromethane (70 mL) on an ice bath. Then triethylamine (14.4 mL) is added, and the mixture is stirred for 1 hour. Water is added to the reaction mixture, the organic layer is washed with a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate, and the solvent is concentrated under reduced pressure to obtain N,N-dibenzyl-6-chloro-5 -nitropyrimidine-4-amine (19.2 g).

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 4316-93-2, 4,6-Dichloro-5-nitropyrimidine.

Reference:
Patent; ACERTA PHARMA B.V.; IZUMI, Raquel; SALVA, Francisco; HAMDY, Ahmed; WO2015/181633; (2015); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1193-24-4, name is 4,6-Dihydroxypyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C4H4N2O2

(Ref: A. Gomtsyan, S. Didomenico, C-H. Lee, M. A. Matulenko, K. Kim, E. A. Kowaluk, C. T. Wismer, J. Mikusa, H. Yu, K. Kohlhass, M. F. Jarvis, S. S. Bhagwat; J. Med. Chem., 2002, 45, 3639-3648.) A mixture of DMF (32 mL) and POCl3 (100 mL) at 0 C. was stirred for 1 hour, treated with 4,6-dihydroxypyrimidine (25.0 g, 223 mmol), and stirred for 0.5 hour at room temperature. The heterogeneous mixture was then heated to refluxed and stirred for 3 hours. The reaction was cooled to room temperature and the resulting viscous, black liquid was poured onto ice water and extracted with diethyl ether (6×100 mL). The organic phase was subsequently washed with NaHCO3, and water, dried over MgSO4, and concentrated to give 25 as a yellow solid (20.0 g, 57% yield). 1H NMR (CDCl3) delta 10.41 (s, 1H), 8.85 (s, 1H).

The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation; US2007/72864; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1780-31-0, 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 1780-31-0, name is 2,4-Dichloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2,4-dichloro-5-methylpyrimidine (50 g, 0.31 mol), water (500 mL) and zinc dust (50 g, 0.94 mol) was heated at reflux overnight. The reaction mixture was filtered and the filtrate was extracted with dichloromethane (3*500 mL). The organic layer was washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was recrystallized from petroleum ether to afford compound C60 as a white solid. Yield: 27.9 g, 0.22 mol, 75%. LCMS m/z 129.3 (M+1). 1H NMR (400 MHz, CDCl3) delta 2.25 (s, 3H), 8.40 (5, 2H).

According to the analysis of related databases, 1780-31-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US2010/190771; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6303-46-4, 6-Chloro-N-(3,4-dichlorophenyl)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, 6303-46-4, blongs to pyrimidines compound. Computed Properties of C10H6Cl3N3

General procedure: 5.1.4 4-(6-{[4-(Trifluoromethyl)phenyl]amino}pyrimidin-4-yl)benzoic acid (4-1) 22 Under a nitrogen atmosphere, 6-chloro-N-[4-(trifluoromethyl)phenyl]pyrimidin-4-amine (3-1) (4.10 g, 10 mmol), 4-carboxyphenylboronic acid (2) (2.00 g, 12 mmol), Pd(PPh3)4 (0.60 g, 0.50 mmol) and Cs2CO3 (13.0 g, 30 mmol) were suspended in a mixture of CH3CN/H2O (100 mL, V:V = 1:1). The mixture was heated under reflux for 48 h at 90 C. The hot suspension was filtered and the filtrate distilled by rotary evaporation to remove acetonitrile. Water was added, and the mixture was extracted three times with EtOAc (3 * 30 ml). The aqueous layer was acidified with conc. HCl and extracted two more times with EtOAc. The combined organic layers were washed with brine and dried over Na2SO4. Evaporation of the solvent gave the crude product, which was purified by flash column chromatography to afford the product (2.90 g, 81%). The key intermediate Compounds (4-1) – (4-19) were preparedby using the general procedure described above.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6303-46-4, its application will become more common.

Reference:
Article; Dong, Jinyun; Lu, Wen; Pan, Xiaoyan; Su, Ping; Shi, Yaling; Wang, Jinfeng; Zhang, Jie; Bioorganic and Medicinal Chemistry; vol. 22; 24; (2014); p. 6876 – 6884;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3524-87-6, 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. 3524-87-6, name is 6-Methylpyrimidin-4(3H)-one, molecular formula is C5H6N2O, 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 70 g (0.64 mol) A-l in acetic acid is added 127 g (0.56 mol) NIS portion wise at RT within 15 min. The reaction is stirred at RT until all starting material is consumed (30 h). The reaction mixture is diluted with water and the solid product is filtered off, washed with an aqueous sodium thiosulfate solution to remove excess iodine and dried in vacuo. Yield: 90 g (60 %).

According to the analysis of related databases, 3524-87-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 504-17-6, 4,6-Dihydroxy-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, Product Details of 504-17-6, blongs to pyrimidines compound. Product Details of 504-17-6

General procedure: A mixture of aldehyde (0.25 mmol), 2-thiobarbituric acid(0.5 mmol), ammonium acetate (0.3 mmol) and CuFe2O4 (10 mol%)in distilled H2O was stirred for an appropriate time. After completionof the reaction (monitored by TLC), the resulted precipitatewasfiltered and dissolved in hot methanol and the catalyst was separatedand collected by an external magnetic and washed withacetone and EtOH several times and dried in an oven at 70 C toreuse in next reactions. The pure solid product was obtained viaevaporation the 2/3 of methanol and filtration. The solid productwas recrystallized from water/ethanol as solvent to afford the pureproducts. All of the products were identified by physical andspectroscopic data. Yellow powder; M.P: 242 C decompose. IR (KBr) n (cm1): 3591,3447 (NH), 3166 (CeH, sp2 stretch), 2922 (CeH, sp3), 1632 (C]O),1437, 1536 (C]C, Ar). 1H NMR (DMSO-d6, 400 MHz) d (ppm): 3.63(s, 3H), 5.91e5.97 (s, 1H), 6.49e6.52 (s, 1H), 6.56e6.57 (m, 1H),6.62e6.64 (m, 1H), 6.93 (s, 1H), 7.06 (s, 2H), 7.19e7.23 (s, 1H), 11.56e11.73 (m, 4H). 13C NMR (DMSO-d6, 100 MHz) d (ppm): 30.89,55.24, 96.21, 109.8, 113.61, 119.62, 129.09, 145.24, 159.42, 173.22.Anal. Calcd for C16H15N5O3S2: C, 49.34; H, 3.88; N, 17.98, %; Found C,49.38; H, 3.90; N, 18.02%.

The synthetic route of 504-17-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Naeimi, Hossein; Didar, Asieh; Journal of Molecular Structure; vol. 1137; (2017); p. 626 – 633;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 7752-82-1 ,Some common heterocyclic compound, 7752-82-1, molecular formula is C4H4BrN3, 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.

A sealed tube is charged with [5-[[[8-(1-methylindol-6-yl)quinoxalin-6- yl]amino]methyl]-3-pyridyl]boronic acid (Intermediate 25) (130.00 mg; 0.20 mmol; 1.00 eqf.), 5-bromopyrimidin-2-ylamine (37.70 mg; 0.22 mmol; 1.10 eqf.), solution of 2M Na2C03 (0.30 mL; 0.59 mmol; 3.00 eqf.), EtOH (2.00 mL) and toluene (2.00 mL). RM is purged with argon and then Pd(PPh3)4 (22.76 mg; 0.02 mmol; 0.10 eqf.) is added. The resulting mixture is heated at 120C for 24 h. After this time, the mixture is diluted with EtOAc. The organic layer is washed with water, brine, dried over MgSO4 and evaporated. The residue is purified by FCC (EtOAc/MeOH; gradient). N-{[5-(2-Aminopyrimidin-5- yl)pyridin-3-yl]methyl}-8-(1 -methyl- 1 H-indol-6-yl)quinoxalin-6-amine (64.00 mg; yield 65.1 %; 92 % by HPLC) is obtained as a yellow powder.

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. 7752-82-1, 5-Bromopyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Ma?gorzata; GUZIK, Pawel Szczepan; JAKUBIEC, Krzysztof Roman; MACIUSZEK, Monika; KWIECI?SKA, Katarzyna; TOMCZYK, Mateusz Micha?; GA??ZOWSKI, Micha? Miko?aj; GONDELA, Andrzej; DUDEK, ?ukasz Piotr; (681 pag.)WO2016/180536; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 74901-69-2, 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, 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: 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine

Intermediates VII (180 g, 852 mmol) and A (129 g, 937 mol) were sequentially charged into a multi-neck vessel equipped with a condenser, thermocouple thermometer and nitrogen line. Acetonitrile (900 ml) and triethylamine (594 ml, 4.26 mol) were then added at 22 C and the mixture was stirred at 75-77 C for 12 h. Water (1 .2 I) was charged slowly over 20 min, the mixture was seeded with Compound VIII crystals (0.3 g) at 40 C and then cooled to 25 C over 2 h. The mixture was stirred for an additional 12h at normal room temperature and the resulting solid was collected by filtration. The filter cake was rinsed with 2:1 mixture of water/MeCN (400 mL) followed by water (200 ml). The resulting solid was dried under vacuum at 50 C for 12 h to afford 132 g (57% yield) of compound VIII: 1H NMR (400 MHz, CDCIs) delta 1 .85-2.05 (m, 2H), 2.10-2.21 (m, 2H), 2.32-2.41 (m, 2H), 3.27 (dd, J = 8.0, 8.4 Hz, 2H), 3.43 (dd, J = 8.0, 8.4 Hz, 2H), 3.91 (s, 2H), 4.67 (s, 1 H); 13C NMR (CDCI3, 100 MHz) delta 14.8, 30.7, 31 .2, 36.7, 59.7, 67.6, 1 14.7, 156.1 , 156.2, 168.0.

The synthetic route of 74901-69-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LUIPPOLD, Gerd; NICKOLAUS, Peter; STREICHER, Ruediger; WO2014/124860; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride, the common compound, a new synthetic route is introduced below. Formula: C5HCl3N2O

To a solution of 2,6-dichloropyrimidine-4-carbonyl chloride (1-158) (500 mg, 2.37 mmol), and TEA (718 mg, 7.1 1 mmol) in CH2CI2 (30 ml_) was added (2R)-2-aminopropyl benzoate hydrochloride (354 mg, 1 .98 mmol) in portions at 0 C under a nitrogen atmosphere, and the mixture was stirred at 0 ~ 10 C for 1 hr. TLC (EtOAc) showed the reaction was completed. The mixture was quenched with H20 (20 ml_) and extracted with CH2CI2 (2 x 50 ml_). The combined organic layers were washed with brine (3 x 30 ml_), dried over Na2S04 and concentrated. The residue was purified by silica gel chromatography (petroleum ether/EtOAc = 6/1 , Rf = 0.4) to give (2R)-2-{[(2,6-dichloropyrimidin-4-yl)carbonyl]amino}propyl benzoate (1-182) (3S5 mg, 46%) as an oil, which was used without further purification.

The synthetic route of 26830-94-4 has been constantly updated, and we look forward to future research findings.

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