Tag: M.W:100-200

Reference of 3764-01-0, Adding some certain compound to certain chemical reactions, such as: 3764-01-0, name is 2,4,6-Trichloropyrimidine,molecular formula is C4HCl3N2, 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 3764-01-0.

A solution of methylamine (57 ml of a 2M solution in THF) was added dropwise to a stirred solution of trichlo50 ropyrimidine (124a; 10.00 g) in anhydrous THF (80 ml) at-20 C, under an atmosphere of nitrogen and the reaction was maintained at this temperature for 0.5 h. The volatiles were removed under reduced pressure and the residue partitionedbetween methylene chloride and 10% aq. NaOH. Theorganic phase was separated, washed with water, dried(MgSO4), and concentrated under reduced pressure. The residue was purified by silica gel colunm chromatography using EtOAc; hexanes (1:20) as eluent to give the desiredproduct (312i; 4.05 g) as a white solid. The relatively morepolar isomer (312j) was set aside at this time.

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Sharp & Dohme Corp.; Southern Research Institute; Arasappan, Ashok; Njoroge, F. George; Kwong, Cecil D.; Ananthan, Subramaniam; Bennett, Frank; Velazquez, Francisco; Girijavallabhan, Vinay M.; Huang, Yuhua; Kezar, III, Hollis S.; Maddry, Joseph A.; Reynolds, Robert C.; Roychowdhury, Abhijit; Fowler, Anita T.; Secrist, III, John A.; Kozlowski, Joseph A.; Shankar, Bandarpalle B.; Tong, Ling; Kim, Seong Heon; MacCoss, Malcolm; Venkatraman, Srikanth; Verma, Vishal; (798 pag.)US9433621; (2016); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3764-01-0, 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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 2,4,6-trichloropyrimidine (1000 mg, 5.29mmol), phenyl boronic acid (665 mg, 5.29 mmol), PdC12(dppf) dichloromethane complex (204 mg, 0.26 mmcl) and K2C03 2 M solution (5.3 ml, 10.58 mmol) in 1,4-dioxane (26.4 ml) was stirred in a CEM microwave apparatus at 60 C for 1 hour.Resulting crude was portioned between dichloromethane (150 ml), NaHCO3 saturated solution (100 ml), the organic layer dried over Na2SO4 and concentrated to dryness at low pressure. Final normal phase purification (cyclohexane/DCM from 100/0 to 85/15) afforded pure title compound (857 mg,yield 72 %) . Rt = 1.38 mm (analysis method 2); MS (ESI)m/z: 225.1 [M-H], [M-H] calculated: 225.0. ?H NMR (400MHz, CDC13) 6 8.13 – 8.03 (m, 2H), 7.68 (s, 1H), 7.62 – 7.48(m, 3H)

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; DE VIVO, Marco; GANESAN, Anand; ORTEGA MARTINEZ, Jose Antonio; JAHID, Sohail; (84 pag.)WO2018/203256; (2018); 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. 211244-81-4, name is 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one, molecular formula is C8H7N3OS, 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. Recommanded Product: 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

Example 278 8-Cyclopropyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one The title compound was prepared from 2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (3 g, 15.5 mmol) and bromomethyl cyclopropane (1.6 mL, 16 mmol) by using the procedure described in Example 272.

With the rapid development of chemical substances, we look forward to future research findings about 211244-81-4.

Reference:
Patent; Booth, Richard John; Chatterjee, Arindam; Malone, Thomas Charles; US2004/224958; (2004); 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. 4595-60-2, name is 2-Bromopyrimidine, molecular formula is C4H3BrN2, 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. category: pyrimidines

4-Bromo-2-fluorophenyl boronic acid (2AB) (3.Og, 13.71 mmol, 1 equiv), 2- bromopyrimidine (1AB) (6.54 g, 41.13 mmol, 3 equiv), and 2M sodium carbonate (34 ml_) were added in a pressure vessel (350 ml_) and a (1 v : 1 v) mixture of toluene and ethanol (45 ml_ : 45 ml_) was added. The mixture was then bubbled with nitrogen gas for about 10 minutes. Tetrakistriphenylphosphine palladium (0) (793mg, 0.686 mmol, 0.05 equiv) was added to the mixture. The reaction vessel was tightly capped, placed in an oil bath at 9OC and stirred overnight. The reaction mixture was. cooled down to room temperature and the content was filtered into a flask and the solvent mixture was evaporated off on the rotovap. The residue was then taken up in one to one mixture of toluene and ethyl acetate and washed with (3v : 1v) mixture of brine and Dl water twice. The organic layer was separated and combined and dried over magnesium sulfate. The crude product was then filtered into a flask and the solvent was removed on rotovap. The residue was taken up in as little dichloromethane as possible and purified by column chromatography using Analogix purification system with the following conditions: Solvent A: Hexanes; Solvent B: Ethylacetate. Flow Rate: 65 mL/min. Gradient: 0% Solvent B to 50% Solvent B in 60 minutes. Yield= 2.79 g (80.4%)

With the rapid development of chemical substances, we look forward to future research findings about 4595-60-2.

Reference:
Patent; SCHERING CORPORATION; WO2008/153858; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69034-12-4, 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.69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

A mixture of crude methyl 4-ethyl- 1,2,3 ,4-tetrahydroi soquinoline-7-carboxyl ate (100 mg, 0.46 mmol), 2-chloro-5-(trifluoromethyl)pyrimidine (99 mg, 0.55 mmol) and DIPEA (178 mg, 1.38 mmol) in CH3CN (1 mL) was stirred at 100 C for 2 h in a sealed tube. LCMS showed that the reaction was completed. The mixture was concentrated under reduced pressure. The residue was purified by preparative TLC with petroleum ether ethyl acetate = 81 to afford methyl 4-ethyl-2-(5 -(trifluoromethyl)pyrimidin-2-yl)- 1,2,3 ,4-tetrahydroi soquinoline-7- carboxylate (140 mg, 81.8%) as a yellow oil. LC-MS tR= 0.911 mm in 5-95AB 1.5 mm chromatography (Welch IVIK RP-18e, 25-2 mm), MS (ESI) mz 366.0 [M+H].

Statistics shows that 69034-12-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; FAN, Yi; JIA, Lanqi; SINGH, Suresh, B.; TICE, Colin, M.; XU, Zhenrong; YUAN, Jing; ZHUANG, Linghang; (172 pag.)WO2017/87608; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2435-50-9 , The common heterocyclic compound, 2435-50-9, name is Pyrimidine-4-carbaldehyde, molecular formula is C5H4N2O, 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 14 Synthesis of 4-pyrimidinecarbaldehyde-(5-nitro-2-pyridyl)hydrazone (compound 14) A desired product was obtained in the same manner as in Example 1 by using 3.20 g (20.8 mmol) of 5-nitro-2-pyridylhydrazine and 2.2 g (20.4 mmol) of 4-pyrimidinecarbaldehyde. Yield: 4.00 g (16.4 mmol) [yield rate: 80%] Melting point: 290 to 291 C.

The synthetic route of 2435-50-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kabushiki Kaisha Toshiba; US5569763; (1996); 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. 16462-27-4, name is 2,4-Diaminopyrimidine-5-carbonitrile, molecular formula is C5H5N5, 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. Application In Synthesis of 2,4-Diaminopyrimidine-5-carbonitrile

A solution of 0.41 g (2 mmol) of the compound of formula V was dissolved in methanol and 0.13 g (2 mmol) of Raney nickel (catalyst) was reacted with H2 at room temperature for 24 h, and an appropriate amount of water was added, extracted with ethyl acetate, The residue was purified by silica gel column chromatography (eluent: methanol: dichloromethane = 1: 30, v / v), and the residue was purified by silica gel column chromatography. To give a white solid (compound of formula V) in 81% yield.

With the rapid development of chemical substances, we look forward to future research findings about 16462-27-4.

Reference:
Patent; East China University of Science and Technology; Zhu Jin; Huang Jin; Chen Wenhua; Yao Xue; Ling Dazheng; Wang Manjiong; Jiang Hualiang; Li Jian; (21 pag.)CN106938997; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5466-43-3 , The common heterocyclic compound, 5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, molecular formula is C7H6Cl2N2, 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.

3,5-Dimethylisoxazole boronic acid (0.4 g, 2.8 mmol) was added to a solution of 2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine (0.75 g, 4 mmol) in tetrahydrofuran (10 mL). The mixture was flushed with N2 before addition of palladium acetate (0.07 g, 0.28 mmol) and triphenylphosphine (0.14 g, 0.56 mmol). Thereafter, 2M aqueous sodium carbonate solution was added and the mixture was reflushed with N2. The mixture was stirred at a temperature in the range of 20 C. to 50 C. for 8 to 12 hours and then cooled to about 20 to 35 C. The mixture was diluted with water and the organic layer was separated. The aqueous layer was re-extracted with ethyl acetate. The organic extracts were combined, washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography (silica gel) to afford the title compound as a light yellow liquid (0.52 g, 53% yield).1H NMR (CDCl3, 300 MHz): delta 3.08 (t, J=7.8 Hz, 2H), 2.83 (d, J=7.8 Hz, 2H), 2.41 (s, 3H), 2.30 (s, 3H), 2.23-2.16 (m, 2H).LC-MSD (ES+): (m/z) 250 [(M+H)+, 100].

The synthetic route of 5466-43-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dr. Reddy’s Laboratories Ltd.; US2010/144731; (2010); A1;,
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.Quality Control of 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine

To a solution of 4-chloro-lH-pyrazolo[3,4-^pyrimidine (J. Amer. Chem. SQC. 1957, 79, 6407-6413) (51 mg, 0.33 mmol) in ethanol (2 ml) was added triethylamine (100 mul, 0.72 mmol) and 4-(N-Boc-aminomethyl)piperidine (87 mg, 0.41 mmol). The solution was heated at 80 C for 3 hours, and then cooled to room temperature. The solution was evaporated to dryness and the residue purified by recrystallisation (isopropanol) to yield the intermediate NH-BOC protected product (33 mg, 30% yield).To the intermediate NH-BOC protected product (32 mg, 0.096 mmol) was added HCl (1 ml, 4M solution in dioxane, 4 mmol). The suspension was stirred at room temperature for 1 hour, and then diluted with diethyl ether (4 ml). The ethereal layer was discarded and the solid washed with a further portion of diethyl ether (2 ml). The ethereal layer was again discarded, and the resultant solid dried under high vacuum. The free base was liberated by dissolution of this material in methanol, loading onto an acidic resin SCX-2 cartridge, and elution from the cartridge with ammonia in methanol to give the title compound (21 mg, quantitative). LC/MS Rt 0.86 [M+H]+233

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; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; WO2006/46023; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5018-38-2, 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. 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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 3.4 Preparation of 4-(6-Chloro-5-methoxy-pyrimidin-4-yloxy)-piperidine-1-carboxylic Acid Isopropyl Ester A solution of 4-hydroxy-piperidine-1-carboxylic acid isopropyl ester (71.0 g, 380 mmol) and 4,6-dichloro-5-methoxypyrimidine (71.6 g, 400 mmol) in anhydrous THF (1 L) was cooled to 5 C. under N2. A solution of potassium t-butoxide (1.0 M in THF, 380 mL, 380 mmol) was added dropwise over 1 h. The reaction temperature was kept under 10 C. during addition. The reaction mixture was stirred at 5-10 C. for 1 h, quenched with saturated NH4Cl (200 mL), and diluted with ether (1 L) and water (1 L). The aqueous phase was separated and discarded. The organic extract was washed with brine (800 mL), dried over MgSO4, and then concentrated. The residue was dissolved in hexane (400 mL) and filtered over Celite to remove a small amount of brown solid. The solvent was removed from the filtrate to afford a pale amber oil which gradually crystallized to give the title compound (130 g, 98.6% yield) as a pale amber solid. Exact Mass calculated for C14H20ClN3O4: 329.1. Found: LCMS m/z=330.2 (M+H+); 1H NMR (400 MHz, CDCl3) delta 1.25 (d, J=6.2 Hz, 6H), 1.82 (m, 2H), 2.02 (m, 2H), 3.40 (m, 2H), 3.80 (m, 2H), 3.91 (s, 3H), 4.95 (m, 1H), 5.39 (m, 1H), 8.27 (s, 1H).

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 5018-38-2, 4,6-Dichloro-5-methoxypyrimidine.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; US2009/286816; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia