Tag: M.W:100-200

Electric Literature of 14248-01-2 ,Some common heterocyclic compound, 14248-01-2, molecular formula is C5H5BrN2O, 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.

Step 2: 5-(4-Amino-3,5-dimethylphenyl)-1-methylpyrimidin-2(1H)-one [0768] The title compound is prepared from 5-bromo-1-methylpyrimidin-2(1H)-one and 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline following a procedure analogous to that described in Step 2 of Intermediate 62. The mixture is stirred for 12 hours at 70 C. LC (method 9): tR=0.63 min; Mass spectrum (ESI+): m/z=230 [M+H]+.

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. 14248-01-2, 5-Bromo-1-methylpyrimidin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); 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. 5267-07-2, name is 5-Pyrimidineacetic acid, molecular formula is C6H6N2O2, 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: 5-Pyrimidineacetic acid

General procedure: A flask was charged with 657 (70 mg, 0.155 mmol), 5-pyrimidineacetic acid (22 mg, 0.162 mmol) in DMF (1 ml) at 0 C was added HOBT (44 mg, 0.326 mmol) followed by EDCI (78 mg, 0.408 mmol). The resulting mixture was slowly warmed up to room temperature and stirred for overnight before it was quenched by addition of ice water (~5 mL). The white precipitate was collected by suction filtration, rinsed with more water. The crude material was purified by silica gel chromatography eluting with 0- 6% MeOH in dichloromethane to afford 675. 1H NMR (300 MHz, DMSO-d6) delta 12.75 (s, 1H), 11.32 (s, 1H), 9.11 (s, 1H), 8.76 (s, 1H), 8.22-8.19 (d, J= 9.12 Hz, 1H), 7.59-7.26 (m, 6H), 3.94 (s, 2H), 3.87 (s, 2H), 3.01 (bs, 2H), 2.90 (bs, 2H), 1.73 (bs, 4H).

With the rapid development of chemical substances, we look forward to future research findings about 5267-07-2.

Reference:
Patent; CALITHERA BIOSCIENCES INC.; LI, Jim; CHEN, Lijing; GOYAL, Bindu; LAIDIG, Guy; STANTON, Timothy, Friend; SJOGREN, Eric, Brian; WO2013/78123; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56621-91-1, 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. 56621-91-1, name is 5-Amino-2-bromopyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of compound 2-bromopyrimidin-5-amine (950 mg, 5.46 mmol), 3-((fert- butoxycarbonyl)amino)propanoic acid (1.54 g, 8.14 mmol) in DCM (25 mL) was added TEA (3.02 mL, 21.84 mmol) and T3P (3.47 g, 10.92 mmol) at 0 C and the reaction mixture was stirred at rt for 24 h. The mixture was diluted with DCM and washed with sat NaHCOs, the separated organic layer was dried over anhydrous feSCk The organic layer was concentrated under reduced pressure and the obtained crude compound was purified by flash column chromatography using 45 % of ethyl acetate in pet ether as an eluent to obtain the title compound (900 mg, 47%). (0705) LC-MS (method 1): R. = 1.19 min; m/z = 344.82 (M+H++2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56621-91-1, its application will become more common.

Reference:
Patent; ORYZON GENOMICS, S.A.; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; (129 pag.)WO2018/219478; (2018); 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. 87026-45-7, name is 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. name: 4-Chloro-5-methoxy-2-(methylthio)pyrimidine

Step A: 4-F5- (5-METHOXY-2-METHYLSULFANYL-PVRIMIDIN-4-V -THIOPHEN-2-YL]-2-METHYL-BUTAN-2-OL A solution OF 2-METHYL-4-THIOPHEN-2-YL-BUTAN-2-OL (340 mg, 2 mmol)-synthesis see Step A of Example 1-in 20 ml of THF was treated with LDA (2M in THF/HEPTANE/ETHYLBENZENE, 5 ML, 10 mmol) at-78 C under nitrogen and the mixture was stirred for 5 minutes. Then, trimethylborate (1.1 ml, 10 mmol) was added in one portion and the cooling bath was removed. After 15 minutes, the mixture was quenched with 50 ml of saturated ammonium chloride solution and extracted twice with ether. The aqueous layer was then acidified with 2N-HCI and extracted once more with ether. The combined organic extracts were washed with brine and evaporated. This crude boronic acid was redissolved in 10 ml of DME and added to a stirred suspension 4-chloro-5-methoxy-2-methylsulfanyl-pyrimidine (190 mg, 1 mmol), Pd (PPH3) 4 (23 mg, 0.02 mmol), 20 ml of DME and 3 ml of a 10% solution of sodium bicarbonate. This mixture was then kept at reflux (100 C heat bath) for 90 minutes. After cooling, most of the DME was evaporated and the crude was partitioned between water and ether. The organic layer was separated, washed with 0. 2N-HCI, water and brine, dried over sodium sulfate and evaporated. The crude was purified by chromatography on silicagel (EtOAc/hexane: 1/1) to give 4- [5- (5- METHOXY-2-METHYLSULFANYL-PYRIMIDIN-4-YL)-THIOPHEN-2-YL]-2-METHYL-BUTAN-2-OL. Yield: 275 mg (85%).

The synthetic route of 87026-45-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMHBH; WO2004/89913; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 42839-08-7, 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 42839-08-7, name is Ethyl pyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Mg (0.48 g, 20 mmol) was added to a round-bottomed flask dried at room temperature and I2 (0.2 g) and THF (60 mL) were added under a nitrogen stream.After cooling to 01-Bromo-4-chlorobenzene (3.82 g, 20 mmol) was added slowly and the solution was stirred at room temperature for 2 hours.After cooling to 0 Ethyl pyrimidine-2-carboxylate (1.52 g, 10 mmol)Was dissolved in THF (30 mL) and slowly added to the above solution for 1 h and stirred for 2 h.After completion of the reaction, the reaction mixture was extracted with NH4Cl and ethyl acetate. The organic layer was dried over Na2SO4, concentrated under reduced pressure, and purified by column chromatography (EtOAc / Hexane)The target compound, bis(4-chlorophenyl) (pyrimidin-2-yl) methanol (1.88 g, yield 57%).

According to the analysis of related databases, 42839-08-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Doosan Co., Ltd; Lee Yong-hwan; Kim Hoe-mun; (62 pag.)KR2019/33218; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5807-14-7, 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.5807-14-7, name is 2,3,4,6,7,8-Hexahydro-1H-pyrimido[1,2-a]pyrimidine, molecular formula is C7H13N3, molecular weight is 139.1982, as common compound, the synthetic route is as follows.

[0119] Red solid benzyl potassium (9.6 g, 73.3 mmol) was added into the solution of 1.5.7-triaza[4.4.0]bicyclo-dec-5-ene (10.2 g, 73.3 mmol) in 350 ml of dry toluene at -40 C. The temperature was allowed to warm to room temperature and the mixture stirred for 16 hours. The colour changed via red to a white slurry. The solvents were removed in a vacuum, the product washed with 3×60 ml of ether and dried in a vacuum to obtain 10.1 g (78%) of white powder. 1H-NMR in THF-d8; delta: 3.17 (t, 4H); 2.98 (t, 4H); 1.69 (t, 4H). The potassium salt product could not be analysed with MS. Elemental analysis calc.: C 47.4%, H 6.8%, N 23.7%, K 22.1%. Elemental analysis found: C 46.0%, H 6.4%, N 23.1%.

Statistics shows that 5807-14-7 is playing an increasingly important role. we look forward to future research findings about 2,3,4,6,7,8-Hexahydro-1H-pyrimido[1,2-a]pyrimidine.

Reference:
Patent; Andell, Ove; Maaranen, Janne; Hoikka, Jouni; Vanne, Tiina; Rautio, Soile; US2003/225275; (2003); 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 831203-15-7, name is 2-(5-Bromopyrimidin-2-yl)acetonitrile. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(5-Bromopyrimidin-2-yl)acetonitrile

General procedure: The title compound of this step was prepared by the method described in Example 1, Step 3,2- (5-bromopyrimidin-2-yl) acetonitrile (0.724 g, 3.66 mmol), 4-chloro-2-fluorophenylboronic acid (0.829 g, 4.75 mmol)Potassium carbonate (1.517 g, 10.98 mmol),Tetrakis (triphenylphosphine) palladium (0.338 g, 0.292 mmol)In toluene (15 mL) with nitrogen at 100 C for 15 hours.The crude product was directly purified by silica gel column chromatography (petroleum ether / ethyl acetate (v / V) = 5/1)The compound (orange solid, 563 g, 62.2%)

With the rapid development of chemical substances, we look forward to future research findings about 831203-15-7.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Wei Dehuo; Xue Yaping; Zhang Yingjun; (44 pag.)CN106674207; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 15846-19-2, 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 15846-19-2 as follows.

Prepared as described for N-cyclohexyl-4-iodopyridin-3-amine (Intermediate 17), to a stirred solution of 4-chloro-6-meth.oxypyrimidin-5-amine (CAS 15846-19-2; 0.15 g, 0.940 mmol) and cyclohexanone (CAS 108-94-1; 0.294 nil, 2.82 mmol) in anhydrous DCM (5 mL) under an atmosphere of nitrogen at 0 C was added T1CI4 solution (lM in DCM, 3.66 mL, 3.66 mmol). The reaction was stirred at room temperature for 2 h. Sodium triacetoxyborohydride (1.94 g, 9.15 mmol) was added portionwise and the reaction stirred at room temperature for 16 h. The crude product was purified by column chromatography (silica, 0-20% EtOAc / petroleum ether) to afford the title compound.MS ES+: 242

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15846-19-2, its application will become more common.

Reference:
Patent; DAVENPORT Richard; DUNN Jonathan; FARNABY William; HANNAH Duncan; HARRISON David; WRIGHT Susanne; WO2015/198046; A1; (2015);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 774549-55-2, 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 774549-55-2 as follows.

EXAMPLES 32-34 Other N-((dimethylamino)methylene)pyrazolo (1,5-a)-pyrimidine-3-carboxamide and N-((dimethylamino) methylene)-4,5-dihydropyrazolo(1,5-a)pyrimidine-3-carboxamide products which are prepared from corresponding pyrazolo(1,5-a)pyrimidine-3-carboxamide or the 4,5-dihydropyrazolo(1,5-a)pyrimidine-3-carboxamide intermediate compounds by heating with N,N-dimethylformamide dimethyl acetal in the manner described in Examples 20-22 are listed in Table IX.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,774549-55-2, its application will become more common.

Reference:
Patent; American Cyanamid Company; US5059691; (1991); A;,
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. 31737-09-4, name is 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H5ClN2O2

Intermediate 1 (300 mg, 1 eq.), phenylboronic acid (296 mg, 1.3 eq.), tetrakis(triphenylphosphine)palladium (108 mg, 0.05 eq.) and 2N aqueous sodium carbonate solution (654ul, 3 eq.) were mixed in 5 ml of glycol dimethyl ether and reacted under microwave at 120 C for 50 min. The mixture was cooled and evaporated to remove solvent. Water was added and the mixture was extracted with dichloromethane twice, rinsed with saturated brine once, dried over sodium sulfate, filtered, and evaporated to remove solvent to give 310 mg of intermediate 23a. MS (ESI): 203(M+H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 31737-09-4, 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Shanghai Institute Of Materia Medica Chinese Academy of Sciences; SHEN, Jianhua; WANG, Yiping; CHEN, Xinde; XU, Wenwei; WANG, Kai; (84 pag.)EP3239135; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia