Day: June 28, 2021

Electric Literature of 3680-69-1, Adding some certain compound to certain chemical reactions, such as: 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H4ClN3, 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 3680-69-1.

To a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (2.6 g, 17.4 mmol) in DMF (50 mL) was added NIS (3.9 g, 17.4 mmol). The reaction was stirred at room temperature overnight. Water (125 mL) was added to the reaction mixture, and the precipitate was filtered and washed with water. The solid was dried in vacuo to afford the title compound. MS m/z 280.0 (M + H+) (Method M).

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. 3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 108381-23-3 ,Some common heterocyclic compound, 108381-23-3, molecular formula is C9H11ClN2O2, 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 mixture of 2-amino-6-methoxy-l,2,3,4-tetrahydro-naphthalene hydrochloride (87mg, 0.43mmol), 2-chloro-4,6-dimethyl-pyrimidine-5-carboxylic acid ethyl ester (71mg, O.33mmol) and KOAc (150mg, 1.5mmol) in ethanol (3ml) was microwaved at 120 C for lh. The reaction mixture was cooled to rt, quenched with 1NHC1 and extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The crude residue was purified by flash chromatography with a 5-60% EtOAC in hexane gradient to afford the desired product (69mg, 60% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108381-23-3, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GILLESPIE, Paul; MICHOUD, Christophe; RUPERT, Kenneth Carey; THAKKAR, Kshitij Chhabilbhai; YI, Lin; WO2012/123467; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 938443-20-0, 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.938443-20-0, name is 2,4,7-Trichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2Cl3N3, molecular weight is 234.4699, as common compound, the synthetic route is as follows.

[00383] To a solution of 2,4,7-trichloropyrido[2,3-d]pyrimidine (4.0 g, 17.06 mmol, 1.0 equiv) in DMA (10 mL) was added (3,S)-3-methylmorpholine (4.31 g, 42.65 mmol, 2.5 equiv) and DIPEA (5.51 g, 42.65 mmol, 7.43 mL, 2.5 equiv). The reaction solution was heated to 70 C for 48 h. The reaction suspension was cooled to room temperature, poured into cold H2O (50 mL) to precipitate out a solid. The solid was filtered and the filter cake was rinsed with H2O, and dried under reduced pressure to give the crude product, which was purified by column chromatography on silica gel (0?100% petroleum ether/EtOAc) to give (3S)-4-[7- chloro-2-[(3,S)-3-methylmorpholin-4-yl]pyrido[2,3-d] pyrimidin-4-yl] 3-methyl-morpholine (3.5 g, 56.4% yield) as a yellow solid. LCMS (ESI) m/z: [M + H] calcd for C17H22CIN5O2: 364.15; found 364.2.

The chemical industry reduces the impact on the environment during synthesis 938443-20-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; REVOLUTION MEDICINES, INC.; SEMKO, Christopher; PITZEN, Jennifer; WANG, Gang; TIBREWAL, Nidhi; AGGEN, James Bradley; THOTTUMKARA, Arun P.; BURNETT, G. Leslie; GLIEDT, Micah James Evans; KISS, Gert; WON, Walter; LEE, Julie Chu-li; GILL, Adrian Liam; (538 pag.)WO2018/204416; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 51674-77-2, 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. 51674-77-2, name is 4-Chloropyrido[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

EXAMPLE 1N-{(R) -r8-Chtoro-2-(pyridin-3-yl)quinolin-3-yl1-2.2.2^pyrimidin-4-ylamineA mixture of Intermediate 4 (0.62 g, 1.85 mmol), 4-chloropyrido[3,2-Patent; UCB PHARMA S.A.; PARTON, Andrew Harry; ALI, Mezher Hussein; BROOKINGS, Daniel Christopher; BROWN, Julien Alistair; FORD, Daniel James; FRANKLIN, Richard Jeremy; LANGHAM, Barry John; NEUSS, Judi Charlotte; QUINCEY, Joanna Rachel; WO2012/32334; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22276-95-5, 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. 22276-95-5, name is 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a mixture of 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (G-1) (6.24 g, 26.8 mmol, 1.0 eq) in anhydrous THF (100 mL) at -78 C. under argon, n-BuLi solution (2.5 M in THF, 23.6 mL, 59.0 mmol, 2.2 eq) is added dropwise over 30 min. The reaction mixture is stirred at -78 C. for 1 h and then dry ice (300 g) is added in portions under an argon atmosphere. The resulting mixture is allowed to warm to RT and then stirred at RT overnight. The reaction mixture is diluted with H2O (200 mL) and extracted with ethyl acetate (50 mL*4). The aqueous layer is acidified with conc. HCl to adjust the pH to 3-4. The precipitate is collected by filtration, rinsed with H2O (30 mL) and dried in vacuo to afford the product, 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid (H-1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22276-95-5, its application will become more common.

Reference:
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Chan, Katrina; Wilson, Troy Edward; Castro, Alfredo C.; Evans, Catherine A.; Snyder, Daniel A.; US2012/122838; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22276-95-5, 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 22276-95-5, name is 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

1,1-dimethylethyl 3-(5-bromo-4-chloro-7H-pyrrolo(2,3-d]pyrimidin-7-yl)-1-azetidine carboxyla teTo a solution of 5-bromo-4-chloro-1 H-pyrrolo[2,3-d]pyrimidine (400 mg, 1 .721 mmol), 1 , 1- dimethylethyl 3-hydroxy-1 -azetidinecarboxylate (894 mg, 5.16 mmol) and triphenylphosphine (903 mg, 3.44 mmol) in Tetrahydrofuran (THF) (10 mL) was added dropwise DEAD (545 muIota, 3.44 mmol). The solution was let stir at room temp. After 1 hr the reaction observed 10% product and the reaction was heated at 60C. After 1 hr observed 80% desired product. Additional 100mg of the 5-bromo-4-chloro-1 H-pyrrolo[2,3- d]pyrimidine was added and heating was continued. The reaction was concentrated then loaded on to a 25g SNAP column with 0 to 35% EtOAc in Hexane gradient over 30minut.es to give 1 , 1-dimethylethyl 3-(5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)- 1-azetidinecarboxylate (624 mg, 94 % yield) as a white solid. LC-MS(ES) m/z = 386.9, 389.1 [M+H]+. 1 H NMR (400 MHz, DMSO-d6) delta 8.69 (s, 1 H), 8.38 (s, 1 H), 5.53 – 5.62 (m, 1 H), 4.33 (d, J = 8.34 Hz, 4H), 1 .43 (s, 9H).

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 22276-95-5, 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below., Computed Properties of C5HCl3N2O

At -10 willCompound 3 (100 mg, 0.47 mmol)In methanol was slowly added dropwise to a methanolic solution of hydrazine hydrate (0.024 ml)A solution of triethylamine (0.067 ml) in methanol was then added dropwiseTo the above mixture,Continue at -10 Reaction time 30 min.TLC detection (PE: EA = 2: 1),Raw material reaction is complete,Spin drying solvent,Column chromatography (PE: EA = 10: 1) gaveWhite solid 4 (50 mg), yield 56.3%

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, 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Sichuan Baili Pharmaceutical Co., Ltd.; Wu, Yong; Zhu, Yi; Hai, Li; Wang, Yiqian; Li, Jie; (22 pag.)(2016);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2164-67-2 ,Some common heterocyclic compound, 2164-67-2, molecular formula is C5H7N3O, 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 stirred mixture of (69) (700 mg, 3.92 mmol), 4-nitronaphthol (2) (741 mg, 3.92 mmol) and PPh3 (1.23 g, 4.70 mmol) in THF (20 mL) under nitrogen at -50° C. was added DIAD (996 muL, 4.70 mmol) dropwise over 5 min.The mixture was allowed to warm to RT and stirred for 1 hr during which time a yellow precipitate formed.The suspension was stirred overnight and the volatiles were evaporated in vacuo.The residue was triturated from MeOH (50 mL) and the pale yellow solid collected by filtration and washed with diethyl ether (50 mL) to give 4-((4-nitronaphthalen-1-yloxy)methyl)pyrimidin-2-amine (70) (1.10 g, 93percent): m/z 297 (M+H)+ (ES+).

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. 2164-67-2, (2-Aminopyrimidin-4-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Charron, Catherine Elisabeth; Fenton, Robert; Crowe, Scott; Ito, Kazuhiro; Strong, Peter; Rapeport, William Garth; Ray, Keith; US2012/244120; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 29274-22-4 ,Some common heterocyclic compound, 29274-22-4, molecular formula is C6H5N3O, 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 mixture of pyrazolo[l ,5-a]pyrimidin-5-ol (17.0 g, 126 mmol) inPOCI3 (100 mL) was heated at reflux for 3 hours. After cooling, the reaction was concentrated under vacuum. To the residue was added dichloromethane. The organic phase was carefully washed with saturated aqueous NaHC03 solution, dried and concentrated. The crude product was purified by passing through a short silica gel pad eluting with 50%> EtOAc in hexane to give 5-chloropyrazolo[l ,5-a]pyrimidine (13.1 g, 68%>).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29274-22-4, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven W.; CONDROSKI, Kevin Ronald; DE MEESE, Lisa A.; FELL, Jay Bradford; FISCHER, John P.; LE HUEROU, Yvan; JOSEY, John A.; KOCH, Kevin; MIKNIS, Gregory F.; RODRIGUEZ, Martha E.; TOPALOV, George T.; WALLACE, Eli M.; XU, Rui; WO2011/29027; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 111196-81-7, 2-Chloro-5-ethylpyrimidine, 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, 111196-81-7, blongs to pyrimidines compound. name: 2-Chloro-5-ethylpyrimidine

To a solution of5-[4-(methanesulfonyl)phenyl]-1-(piperidin-4-yl)-1H-pyrazolo[3,4-c]pyridine hydrochloride (0.153 mmol) in dimethylsulfoxide (DMSO) (1.5 ml) were added 2-chloro-5-ethylpyrimidine (44 mg, 0.309mmol) and Cs2CO3 (249 mg, 0.734 mmol). The mixture wasstirred at 180 C under microwaveirradiation for 20 min. The reaction was diluted with water andextracted with ethyl acetate. The combined organic layers were dried overanhydrous Mg2SO4 and reduced under pressure. The residuewas purified by silica gel column chromatography (0-50% EtOAc in hexanes) toafford 20 as a colorless solid (44mg, 62% yield).1H NMR (300 MHz, CDCl3): delta ppm1.22 (t, J = 7.5 Hz, 3 H), 2.14 -2.25 (m, 2 H), 2.26 – 2.45 (m, 2 H), 2.50 (q, J = 7.5 Hz, 2 H), 3.10 (s, 3 H), 3.13 – 3.25 (m, 2 H), 4.81 – 4.93(m, 1 H), 4.93 – 5.03 (m, 2 H), 8.02 – 8.08 (m, 2 H), 8.11 – 8.14 (m, 2 H),8.20 – 8.27 (m, 4 H), 9.14 (s, 1 H).MS ESI/APCI Dual m/z: 463 [M+1]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111196-81-7, its application will become more common.

Reference:
Article; Matsuda, Daisuke; Kobashi, Yohei; Mikami, Ayako; Kawamura, Madoka; Shiozawa, Fumiyasu; Kawabe, Kenichi; Hamada, Makoto; Oda, Koji; Nishimoto, Shinichi; Kimura, Kayo; Miyoshi, Masako; Takayama, Noriko; Kakinuma, Hiroyuki; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3441 – 3446;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia