Day: May 21, 2021

Reference of 40230-24-8, 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 40230-24-8, name is 4,6-Diphenylpyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

98.9 g (0.4 mol) of 2-amino-4,6-diphenyl-1,3-pyrimidine (compound 1) are introduced into a solution consisting of 1.5 l of water and 1 l of concentrated sulfuric acid. A solution of 75.0 g (1.088 mol) of sodium nitrite in 500 ml of water is added dropwise below the surface of the yellow suspension over the course of 25 hours. After 20 hours at 20-25 C. the yellow suspension is poured into 15 l of water and is rendered alkaline using 2.25 l of 25% aq. ammonia. The product precipitates as a beige solid. It is filtered off, washed with water and dried in a vacuum oven. 88.3 g (=88.9% yield) of beige crystals are obtained of the formula [C00057] [00399] with a melting point of 234-236 C.

According to the analysis of related databases, 40230-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ciba Specialty Chemicals Corporation; US6706215; (2004); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 35265-82-8, Adding some certain compound to certain chemical reactions, such as: 35265-82-8, name is 2,4-Dichloro-6-methylthieno[3,2-d]pyrimidine,molecular formula is C7H4Cl2N2S, 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 35265-82-8.

2,4-Dichloro-6-methylthieno[3,2-d]pyrimidine (820 mg, 3.76 mmol) was dissolved in tetrahydrofuran (20 mL) and deuterium methanol (2 mL), and the reaction solution was cooled to 0 C., deuterium sodium borohydride (632 mg, 15.04 mmol) was added in portions. The reaction solution was warmed to room temperature and stirred for another 16 hours. The reaction solution was diluted with saturated ammonium chloride solution (40 mL) and the aqueous phase was extracted with ethyl acetate (80 mL×2). The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to give compound 51-e (660 mg, yield 93.4%) which was used for the next step without further purification. LC-MS (ESI): m/z=189.1[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. 35265-82-8, 2,4-Dichloro-6-methylthieno[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GUANGZHOU MAXINOVEL PHARMACEUTICALS CO., LTD.; XU, Zusheng; ZHANG, Nong; WANG, Tinghan; SUN, Qingrui; WANG, Yuguang; (90 pag.)US2018/208604; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 157335-97-2, 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.157335-97-2, name is 5-Bromo-4,6-dimethylpyrimidine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

5-{[tert-Butyl(d imethyl)silyl]oxy}-2-(4 ,4,5,5-tetramethyl-1 ,3 ,2-dioxaborolan-2- yl)benzonitrile (C15) (4.05 g, 11.3 mmol) was combined with 5-bromo-4,6-dimethylpyrimidine hydrobromide (7.16 g, 26.7 mmol) and potassium phosphate (7.03 g, 33.1 mmol) in 2-methyltetrahydrofuran (20.2 mL) and water (16.2 mL). [2-(Azanidyl-KN)biphenyl-2-yl- K02](chloro)[dicyclohexyl(2,6-dimethoxybiphenyl-2-yl)-A5-phosphanyl]palladium (prepared from biphenyl-2-am me and dicyclohexyl(2,6-dimethoxybiphenyl-2-yl)phosphane (S-Phos) according to the procedure of S. L. Buchwald et al., J. Am. Chem. Soc. 2010, 132, 14073-14075) (0.20 g, 0.28 mmol) was added, and the reaction mixture was heated to reflux for 18 hours. It was thencooled to room temperature, and the organic layer was extracted with aqueous hydrochloric acid (2 N, 2 x 20 mL). The combined extracts were adjusted to a pH of roughly 6 – 7 with 2 M aqueous sodium hydroxide solution, and then extracted with ethyl acetate. These combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solids were triturated with hot heptane to afford the product as a tan solid. Yield: 1.86g, 8.26 mmol, 73%. H NMR (400 MHz, DMSO-d6) oe 10.48 (s, 1H), 8.94 (s, 1H), 7.36 (d, J=8.4 Hz, 1H), 7.31 (d, J=2.5 Hz, 1H), 7.23 (dd, J=8.5, 2.6 Hz, 1H), 2.18 (s, 6H).

Statistics shows that 157335-97-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-4,6-dimethylpyrimidine.

Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14080-50-3 ,Some common heterocyclic compound, 14080-50-3, molecular formula is C6H4N2OS, 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.

2nd step: 250 ml single-port bottle adding CP0763A 45g, phosphorus oxychloride 75 ml and N, N – dimethyl aniline 7.5 ml, heating reflux 2 hours for inspection, raw material of reaction. After the steaming and remove most of the phosphorus oxychloride, adding ice water quenching. Then the pH is adjusted with ammonia water 6 – 7, filtering, the filter cake is washed for three times. Solid dissolves clear EA adding activated carbon to decolorize. Drying reciprocation product job (CP0763 B) 34g. Yield: 68%;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14080-50-3, its application will become more common.

Reference:
Patent; Yang, Wei; Niu, Yuqiang; (14 pag.)CN104725398; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 60025-09-4 ,Some common heterocyclic compound, 60025-09-4, molecular formula is C5H3ClN4, 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.

S)-2-(1 -Aminoethyl)-5-((2-hydroxyphenyl)thio)-3-phenylpyrrolo[2,1 -f|[1 ,2,4]triazin- 4(3H)-one (183 mg, 0.36 mmol) was treated with 4-amino-6-chloropyrimidine-5- carbonitrile (84 mg, 0.54 mmol), and Lambda/,/V-diisopropylethylamine (380 muIota, 2.18 mmol) in ie f-butanol according to the method described in Example 17. The crude was purified by reverse phase using SP1Purification System to give 69 mg (38% yield) of the title compound as a white solid. Purity 100%.LRMS (m/z): 497 (M+1 )+1H NMR (400 MHz, DMSO-d6) delta 9.84 (s, 1 H), 7.78 (s, 1 H), 7.66 (t, J = 4.8 Hz, 2H), 7.49 (d, J = 8.0 Hz, 1 H), 7.46 – 7.38 (m, 1 H), 7.37 – 7.26 (m, 3H), 7.20 (s, 2H), 7.15 – 7.03 (m, 2H), 6.88 (dd, J = 8.0, 1.0 Hz, 1 H), 6.80 – 6.71 (m, 1 H), 6.25 (d, J = 2.8 Hz, 1 H), 4.88 (p, J = 6.6 Hz, 1 H), 1 .36 (d, J = 6.6 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60025-09-4, its application will become more common.

Reference:
Patent; ALMIRALL, S.A.; ERRA SOLA, Montserrat; CARRASCAL RIERA, Marta; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; BERNAL ANCHUELA, Francisco Javier; PAGES SANTACANA, Lluis Miquel; MIR CEPEDA, Marta; CASALS COLL, Gaspar; HERNANDEZ OLASAGARRE, Maria Begona; WO2014/60432; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 289042-12-2, 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.289042-12-2, name is tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, molecular formula is C29H40FN3O6S, molecular weight is 577.71, as common compound, the synthetic route is as follows.

To a solution of acetonide protected tert-butyl ester of rosuvastatin (II) (25 g) a dilute solution of TFA in water (2.5 g in 25 mL water) was added at 30-40 C. The reaction was stirred for 30 minutes to 1 hour and then water (25 mL) was added to it. The reaction mixture was again stirred for 3-4 hours at the same temperature. Then an aqueous solution of sodium hydroxide (3.46 g in 100 mL water) was added and the reaction mixture was stirred for 1 hour. The reaction mixture was further diluted with water (200 mL) and washed with toluene (2 x 250 mL) and MTBE (125 mL). MTBE (250 mL) was further added to the aqueous layer. Then sodium chloride (6.25 g) was added to the reaction mixture. An aqueous solution of sodium bisulphate (15 g in 100 mL of water) was added to the reaction mass and the pH was adjusted to 2.4. The organic layer was separated. The aqueous layer was again extracted with MTBE (200 mL) and the combined organic layer was washed with sodium chloride solution (125 mL). A solution of tert-butyl amine (7.91 g) in MTBE (250 mL) was added to the reaction mixture and stirred for 2-6 hours. The reaction mixture was cooled to 15-20 C and stirred at this temperature for 1 hour. The precipitated solid was isolated and dried. The solid was suspended in a mixture of acetonitrile (62.5 mL) and IPA (62.5 mL) and heated to a temperature of 50-55 C for 1-3 hours. The reaction mixture was then cooled to 25-35 C and stirred at this temperature for 2-6 hours. The reaction mixture was further cooled to 10-15 C and stirred for 1 hour. The precipitated solid was filtered, washed with a mixture of acetonitrile and IPA and dried to provide the title compound.Yield: 20.5 g (86 %)Purity by HPLC: 99.82 %

The chemical industry reduces the impact on the environment during synthesis 289042-12-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMITED; DAHANUKAR, Vilas Hareshwar; AMBHAIKAR, Narendra Bhalchandra; VADALI, Ravi kumar; MERUVA, Suresh babu; MANIKONDA, Swapna; KAMARAJU, Raghavendra Rao; TIMMANNA, Upadhya; MOHAMMED, Aaseef; PULIPATI, Ranga Prasad; MOHAMMED, Yakub Iqbal; WO2012/172564; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 926663-00-5, Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate, 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, SDS of cas: 926663-00-5, blongs to pyrimidines compound. SDS of cas: 926663-00-5

POCl3 (30 mL, 322 mmol) was added to 30 (5.54 g,26.7 mmol) and the mixture was stirred at 100C for 16 h.After POCl3 was removed under reduced pressure, the residuewas partitioned between EtOAc and NaHCO3 aqueous solution. The phases were separated and the aqueous phase was extracted with EtOAc. The combined organic phases werewashed with water and saturated aqueous NaCl, dried overanhydrous Na2SO4 and concentrated in vacuo. The residuewas purified by column chromatography (silica gel, hexane-ethyl acetate, 19 : 1 to 1 : 1) to afford 36 (3.69 g, 16.3 mmol,61%) as a white solid. MS (ESI/APCI) m/z 226.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,926663-00-5, Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Mikami, Satoshi; Kawasaki, Masanori; Ikeda, Shuhei; Negoro, Nobuyuki; Nakamura, Shinji; Nomura, Izumi; Ashizawa, Tomoko; Kokubo, Hironori; Hoffman, Isaac Dylan; Zou, Hua; Oki, Hideyuki; Uchiyama, Noriko; Hiura, Yuuto; Miyamoto, Maki; Itou, Yuuki; Nakashima, Masato; Iwashita, Hiroki; Taniguchi, Takahiko; Chemical and Pharmaceutical Bulletin; vol. 65; 11; (2017); p. 1058 – 1077;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1421372-94-2 ,Some common heterocyclic compound, 1421372-94-2, molecular formula is C20H16FN5O3, 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.

To a solution of N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(l- methyl-1 H-indol-3 -yl)pyrimidin-2-amine (200 mg, 0.508 mmol) and diisopropylethylamine (0.328 mg, 2.54 mmol) in dimethyl sulfoxide (4 mL) was added 3-((dimethylamino)methyl)- N-methylbicyclo[l . l. l]pentan-l-amine (117 mg, 0.762 mmol). The mixture was heated at 100 “C for 24 h. The mixture was cooled to RT and diluted with dichloromethane and water. The organic layer was separated, dried over Na2S04 and concentrated in vacuo. The crude product was purified by HPLC (10:90 to 80:20 0.1% HC02H (aq):MeCN) to afford Nl-(3- ((dimethylamino)methyl)bicyclo[ 1.1.1 Jpentan- 1 -yl)-5-methoxy-Nl -methyl-N4-(4-(l -methyl- lH-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-l,4-diamine (140 mg, 52%). LC/MS (ESI) m/z 528.6 [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. 1421372-94-2, N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KALYRA PHARMACEUTICALS, INC.; BUNKER, Kevin, Duane; HUANG, Peter, Qinhua; ABRAHAM, Sunny; PINCHMAN, Joseph, Robert; HOPKINS, Chad, Daniel; SLEE, Deborah, Helen; (93 pag.)WO2017/205459; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1100318-96-4, Adding some certain compound to certain chemical reactions, such as: 1100318-96-4, name is 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H4IN3, 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 1100318-96-4.

[00349] 4-lodopyrrolo[2,3-d]pyrimidine(2b, 50.3 g, 95.5% purity, 196 mmol) was dissolved/suspended in 0.64 L of anhydrous THF in a three- necked 2 L round bottom flask under nitrogen atmosphere, equipped with a mechanical stirrer and a thermometer. The solution was cooled down to -15 0C in a dry ice-acetone bath and 206 ml_ of a 1.0 M o-tolylmagnesium chloride THF solution (1.05 equiv.) was added slowly, so the internal temperature would not exceed -10 C. During the addition all of the solids dissolved. The cooling bath was removed and 104 ml_ of a 1.95 M isopropylmagnesium chloride THF solution (1.03 equiv.) was added over a period of 3 minutes. During the addition tan solids precipitate; the stirring should be vigorous to avoid clumping. The resulting solution was warmed rapidly to room temperature using warm water bath. To this suspension, 59.9 g of the nitrile sodium salt (19, 0.77 equiv.) in 120 ml_ dry THF was added and the resulting mixture was stirred at 45 C for 16 hours. The mixture was cooled down in an ice bath and 101 mL of 36% aqueous HCI was added dropwise, so the internal temperature would not exceed 30 C, while vigorously stirred. Yellow solids precipitated and the entire thick suspension was mechanically stirred for 30 minutes at 50 0C (yellow solids become orange), cooled down to room temperature and then filtered. The solids were washed with 700 mL of THF, followed by 700 mL of diethyl ether, followed by two 1 L portions of 1 M aqueous HCI. The resulting wet orange solid was taken up in a mixture of 0.9 L ethyl acetate, 0.5 L water and 50 g of sodium bicarbonate and stirred until completely dissolved. The solution was filtered through a pad of CELITE and the layers were separated. The aqueous layer was extracted with 50 mL of ethyl acetate. The combined organic layers were filtered through a pad of 200 g of silica gel, followed by washing silica with additional 0.8 L of ethyl acetate. The solution was concentrated down in vacuo to yield 56.5 g of the product as a yellow solid (contains 2 wt % of ethyl acetate, yield 74 %).

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. 1100318-96-4, 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2009/9740; (2009); 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. 428854-24-4, name is 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine, the common compound, a new synthetic route is introduced below. Quality Control of 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine

n three flask, pyridine (5mL), was added compound 7 (350mg, 1mmol, 1.0eq), stirred for 20 minutes in an ice bath, was added methyl chloroformate (162mg, 1.5mmol, 1.5eq), continued in an ice bath the mixture was stirred for 1 hour. Warmed to room temperature and stirring was continued for 2 hours. After completion of the reaction, concentrated under reduced pressure, the residue was dissolved in ethanol, and then concentrated under reduced pressure was repeated twice to give a yellow solid (390 mg of), a yield of 95.7%.

The synthetic route of 428854-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Okuura Dayton (Shanghai) Pharmaceutical Co., Ltd; Shanghai Pharmaceutical Group Co., Ltd; Yu, Libing; Guo, Maojun; Yang, Qingang; Ji, Zhangyou; (16 pag.)CN105777743; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia