Day: March 11, 2021

Reference of 287714-35-6, 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. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, 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.

4-(N-Boc-amino)piperidine 9.3 g was added to a 250 mL three-necked flask.N,N-dimethylacetamide 100mL,N,N-diisopropylethylamine 7.5 g,2-chloropyrimidine-5-carboxylic acid methyl ester 4.0 g,Stir at room temperature for 3 h under nitrogen.The end of the reaction was monitored by TLC (petroleum ether: ethyl acetate = 2:1).200 mL of water was added and extracted with dichloromethane (100 mL x 3), and the organic phases were combined.The organic phase was washed successively with 5% dilute hydrochloric acid (100 mL¡Á3) and saturated sodium chloride (100 mL¡Á3).The organic phase was dried over anhydrous sodium sulfate for 2 h, filtered, and evaporated, evaporated, evaporated.A white solid was obtained in 6.8 g, yield: 87.1%.

According to the analysis of related databases, 287714-35-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Medical Sciences Radioactive Medical Institute; Li Yiliang; Wei Huiqiang; Gao Jun; Bi Changfen; Ning Hongxin; Yu Jiang; Gou Wenfeng; Duan Yuqing; (35 pag.)CN109232541; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1209459-32-4, Adding some certain compound to certain chemical reactions, such as: 1209459-32-4, name is 4-(2-Bromopyrimidin-4-yl)morpholine,molecular formula is C8H10BrN3O, 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 1209459-32-4.

To a microwave tube was added N-isopropyl-3-(trimethylstannyl)-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-amine (200 mg, 0.344 mmol), 4-(2-bromopyrimidin-4-yl)morpholine (168 mg, 0.688 mmol), LiCl (58.0 mg, 1.38 mmol), CuI (13.0 mg, 0.0688 mmol), Pd(PPh3)4 (40.0 mg, 0.0344 mmol), and THF (3.0 mL). After three cycles of vacuum/argon flash, the reaction mixture was heated at 100 C. for 1 hour under microwave irradiation. After cooling down to room temperature, the mixture was filtered via Celite. The filtrate was concentrated under reduced pressure. The residue was purified by prep-TLC eluting with petroleum ether/ethyl acetate (1:2) to afford the title compound as a yellow solid (25 mg, 13%).

According to the analysis of related databases, 1209459-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Estrada, Anthony; Shore, Daniel; Sweeney, Zachary; US2014/288043; (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. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 29274-24-6

To 5-chloropyrazolo[l,5-a]pyrimidine (200 mg, 1.31mmol) in 1.5ml DMF was added POCI3 (358 3.92 mmol). The reaction was stirred at room temperature overnight. The mixture was cooled to 0 C in ice bath and the then neutralized with 6M NaOH. The solid formed was isolated by filtration and air dried to give 165 mg of 5-chloropyrazolo[l,5- a]pyrimidine-3-carbaldehyde as yellow solid (70% yield). LCMS (M+l=182)

The synthetic route of 29274-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYLENE PHARMACEUTICALS INC.; HADDACH, Mustapha; RYCKMAN, David; RAFFAELE, Nicholas; WO2011/31979; (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 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Dissolve 4-chloro-pyrrolo[2,3-d]pyrimidine (20 mmol) in DMF (6 mL), add NBS or NCS (21 mmol) in portions on ice bath, react at room temperature for 12 h, and pour the reaction mixture into 80 mL of ice. In the water, a large number of off-white solids precipitated and were filtered. The filter cake was washed with 15 mL of water and dried to give Intermediate 2. 4-Chloro-5-bromo-pyrrolo[2,3-d]pyrimidine (2b) Off-white solid, yield 95%

With the rapid development of chemical substances, we look forward to future research findings about 3680-69-1.

Reference:
Patent; Shandong University; Zhao Guisen; Yang Dezhi; Liu Meixia; Zhang Zhen; Zhang Qian; Yang Qingtao; (36 pag.)CN107556318; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 7226-23-5 ,Some common heterocyclic compound, 7226-23-5, molecular formula is C6H12N2O, 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 1 3-Cyclopentyl-2-(4-ethynyl-phenyl)-N-thiazol-2-yl-propionamide A solution of diisopropylamine (11.2 mL, 80.13 mmol) in tetrahydrofiran (120 mL) cooled to -78 C. was treated with a 2.5M solution of n-butyllithium in hexanes (32 mL, 80.13 mmol). This solution was stirred at -78 C. for 30 min and then treated with a solution of (4-iodo-phenyl)-acetic acid (9.67 g, 36.9 mmol) in tetrahydrofuran (88 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (29 mL). The reaction mixture was allowed to stir at -78 C. for 1 h. At this time, the reaction was treated with iodomethylcyclopentane (8.53 g, 40.6 mmol). The reaction mixture was allowed to slowly warm to 25 C. where it was stirred at 25 C. for 18 h. At this time, the reaction mixture was quenched with water (5 mL) and then concentrated in vacuo. The residue was diluted with water (800 mL) and then acidified to pH=2 with concentrated hydrochloric acid. This solution was extracted with ethyl acetate (2*800 mL). The combined organic extracts were washed with water (1*600 mL) and a saturated aqueous sodium chloride solution (1*600 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 50/50 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-iodo-phenyl)-propionic acid (7.34 g, 57.8%) as a white solid: mp 105-107 C.; EI-HRMS m/e calcd for C14H17IO2 (M+) 344.0273, found 344.0275.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7226-23-5, its application will become more common.

Reference:
Patent; Mahaney, Paige E.; US2001/53851; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 54198-72-0 ,Some common heterocyclic compound, 54198-72-0, molecular formula is C7H10N2O, 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.

Synthesis of 2-(chloromethyl)-4, 6-dimethylpyrimidine: [0593] To a stirred solution of (4, 6-dimethylpyrimidin-2-yl) methanol (285 mg, 2.06 mmol) in chloroform (8 mL) under argon atmosphere was added phosphoryl chloride (792 mg, 5.16 mmol) at 0 C; heated to 65 C and stirred for 3 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was neutralized with saturated sodium bicarbonate solution (15 mL) and extracted with CH2CI2 (2 x 25 mL). The combined organic extracts were dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude 2-(chloromethyl)-4, 6- dimethylpyrimidine (225 mg, 68%) as semi solid. The crude was carried to the next step without any further purification. [0594] 1H-NMR (CDCI3, 400 MHz): delta 7.48 (s, 1H), 5.00 (s, 2H), 2.8 (s 6H); LC- MS: 88.37%; 157 (M++l); (column: X Bridge C-18, 50 3.0 mm, 3.5 mupiiota); RT 2.05 min. 0.05% TFA in water: ACN; 0.8 mL/min); TLC: 20% EtOAc/ Hexanes (R/. 0.7)

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. 54198-72-0, (4,6-Dimethylpyrimidin-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 35808-68-5, 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. 35808-68-5, name is 4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (500 mg, 3.27 mmol) in DMF (5 mL) caesium carbonate (2.13 g, 6.54 mmol) and benzensulfonyl chloride (417 mu, 3.27 mmol) were added. The mixture was stirred at room temperature for 1.5 hours, then diluted with ethylacetate and washed with water and brine. The organic layer was dried over Na2SO4 and evaporated to dryness. The residue was chromatographed on a silica gel column eluted with dichloroethane/ethylacetate 7/3 affording 761 mg (79%) of 4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (cmpd (XVIII), step h). To a solution of 2M in THF lithium diisopropylamide (0.83 mL, 1.65 mmol) in dry THF (5 mL) cooled to -78C, under argon atmosphere, the last intermediate (400 mg, 1.37 mmol) dissolved in 5 mL of dry THF, was added dropwise during 10 minutes. The mixture was maintained in these conditions for 1 hour and then methyl iodide was added (0.11 mL, 1.78 mmol). The mixture was stirred 2 hours and during this time further 0.21 mL of methyl iodide were added. After 4 hours the temperature was driven to -10C and a saturated aqueous solution of ammonium chloride was added. The product was then extracted with ethylacetate, the organic layer dried over Na2S04 and evaporated affording 4-chloro-6-methyl-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (cmpd (XX), step i). This intermediate (1.37 mmol) was dissolved in 10 mL of THF and 5 mL of methanol and 0.5 g of sodium hydrate were added. The mixture was stirred at room temperature for 1 hour, then the solvent removed in vacuo. The residue was taken up with ethylacetate and washed with a saturated aqueous solution of ammonium chloride and extracted again with ethylacetate. The organic layer was washed with brine, dried over Na2SO4 and evaporated, .giving 223 mg of 4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (cmpd (XXI), step j). This intermediate (1.37 mmol) was dissolved in chloroform (10 mL) and N-iodo succinimide (308 mg, 1.37 mmol) was added. The mixture was refluxed for 1.5 hours, cooled to room temperature, diluted with dichloromethane, washed with aqueous Na2S203 and ammonium chloride. The organic layer was dried over Na2S04 and evaporated. The residue was chromatographed on a silica gel column 1 ,2-dichloroethane/ethylacetate 6/4, giving 110 mg of 4-chloro- 5- iodo-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (cmpd (XXII), step d). The last intermediate (0.39 mmol) was dissolved in DMF (3 mL) and additioned with caesium carbonate (257 mg, 0.79 mmol) and iodoethane (47 mu, 0.59 mmol). The mixture was stirred at room temperature for 2 hours, thenpoured into water and extracted twice with ethylacetate. The organic layer was washed with brine, dried over Na2SO4 and evaporated. The residue was finally puriufied by chromatography on a silica gel column eluted with dichloromethane/ethylacetate giving 51 mg of 4-chloro-7-ethyl-5-iodo-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (cmpd (IV), step e). 1H NMR (401 MHz, DMSO-d6) delta ppm 1.24 – 1.32 (m, 3 H) 2.54 (s, 3 H) 4.36 (q, J=7.16 Hz, 2 H) 8.58 (s, 1 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,35808-68-5, its application will become more common.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; ANGIOLINI, Mauro; BUFFA, Laura; MENICHINCHERI, Maria; MOTTO, Ilaria; POLUCCI, Paolo; TRAQUANDI, Gabriella; ZUCCOTTO, Fabio; WO2014/184069; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 49845-33-2, 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. 49845-33-2, name is 2,4-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.

9.3 mL of a 50% aqueous sodium hydroxide solution is added to a stirred mixture of 33.3 g (170 mmol) 22 hydrochloride in 60 mL cyclohexane and 60 mL demineralised water. The aqueous phase is separated and the organic phase is added dropwise to a refluxed suspension of 30 g (155 mmol) 5 and 52 g (619 mmol) sodium hydrogencarbonate in 230 mL cyclohexane. The suspension is refluxed for 5 hours using a water separator to remove the formed water. 75 mL of solvent is destilled off. At 75 C the suspension is suction filtered to remove the salts. The solvent is destilled of. The residue is dissolved in 240 mL 2-propanol and 90 mL of sovent is destilled of again. The solution is cooled slowly to 2 C. The suspension is suction filtered and washed with cold 2-propanol. After drying in a vacuum drying oven at 50C, 38.9 g (79% of theory) of product 22 is obtained

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 49845-33-2, 2,4-Dichloro-5-nitropyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/90844; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 663193-80-4, 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.663193-80-4, name is 5-Bromo-6-chloropyrimidin-4-amine, molecular formula is C4H3BrClN3, molecular weight is 208.44, as common compound, the synthetic route is as follows.

Example 48 5-bromo-4-N-{1-[3-(pyridin-2-yl)indolizin-2-yl]ethyl}pyrimidine-4,6-diamine Prepared similarly to Example 47, starting from 1-[3-(pyridin-2-yl)indolizin-2-yl]ethan-1-amine Q2 (0.171 g, 0.72 mmol) and 5-bromo-6-chloropyrimidin-4-amine (0.150 g, 0.72 mmol), heating to reflux for 6 days, and purified by flash chromatography on 28 g Biotage silica-NH SNAP cartridge (DCM to DCM_MeOH=99.5:0.5) followed by flash chromatography on Biotage silica-NH SNAP cartridge (cyclohexane:EtOAc=90:10 to 80:20) to afford title compound as a white solid (0.144 g). MS/ESI+ 408.9-410.9 [MH]+, Rt 0.63 min (Method A). 1H NMR (400 MHz, DMSO-d6) delta ppm 8.73-7.77 (m, 1H), 8.67 (d, 1H), 7.92 (td, 1H), 7.82 (s, 1H), 7.74 (d, 1H), 7.49 (d, 1H), 7.32-7.37 (m, 1H), 6.77-6.86 (m, 2H), 6.68 (s, 1H), 6.57-6.64 (m, 1H), 6.43 (br. s., 2H), 5.58-5.68 (m, 1H), 1.40 (d, 3H).

Statistics shows that 663193-80-4 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-6-chloropyrimidin-4-amine.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); 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. 145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, the common compound, a new synthetic route is introduced below. Recommanded Product: 145783-15-9

Vc (63.29 g, 0.21 mol) was added to 500 mL of absolute ethanol.VI (50.00 g, 0.21 mol) and triethylamine (63.63 g, 0.63 mol) were added.The reaction is sealed, protected by nitrogen, and heated to 100-130 C.The reaction is carried out for 25 to 30 hours, the temperature is lowered, and the solvent is distilled off under reduced pressure.Add 300 mL of ethyl acetate and 300 mL of water.The pH of the solution was adjusted to 5 with 3M hydrochloric acid to separate the organic phase.It was dried over anhydrous sodium sulfate for 2 hours, and concentrated under reduced pressure to half.Add 400 mL of isooctane, stir and crystallize at 15 C for 10 hours, and filter.Collect solids and dry to give compound IVc92.96 g, yield 88%.

The synthetic route of 145783-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianfang Pharmaceutical Co., Ltd.; Fan Zhen; Ma Junxia; Zhou Xinjian; Wang Junchen; Ren Zhen; Ma Qi; Wang Hui; Wu Xiangyong; Zhang Xiangfei; Zhao Zhen; Ma Zhenzhen; (12 pag.)CN108690026; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia