Category: 42754-96-1

Adding a certain compound to certain chemical reactions, such as: 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, 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, HPLC of Formula: C5H2Cl2N4, blongs to pyrimidines compound. HPLC of Formula: C5H2Cl2N4

To a solution of 4e (2g, 4.88 mmol), 4,6-dichloro-1H-pyrazolo[3,4-djpyrimidine (922 mg, 4.88 mmol), and TMSOTf (4.33 g, 19.6 mmol) in dry MeCN (60 mL) was added dropwise DBU (2.24 g,14.7 mmol). The mixture was stirred at rt for 2 h and was poured into sat.aq. NaHCO3 and the solution was extracted with EtOAc. The organic layer was washed with brine, dried, and concentrated in vacuo. The residue was purified by column chromatography (Si02, 50% EtOAc petroleum) to afford the title compound (4f) (1.4 g, 53% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; JACKSON, Erica L.; SUN, Daqing; YE, Qiuping; MOORE, Jared; ZAVOROTINSKAYA, Tatiana; (262 pag.)WO2019/90111; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 42754-96-1 , The common heterocyclic compound, 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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 commercially available 4,6-dichloro-1 H-pyrazolo[3,4-d]pyrimidine (5.0 g) dissolved in dry THF (100 ml) was added cesium carbonate (17.2 g) and methanol (60 ml) and the mixture heated to 60C. After 30 min the reaction mixture was quenched with water and extracted three times with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and evaporated to afford 6-chloro-4-methoxy-1 H- pyrazolo[3,4-d]pyrimidine as a brown solid. Yield: 3.34 g (68%). MS (ES+): m/e = 185.0 (M+H), chloro pattern

The synthetic route of 42754-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; NAZARE, Marc; HALLAND, Nis; SCHMIDT, Friedemann; KLEEMANN, Heinz-Werner; WEISS, Tilo; SAAS, Joachim; STRUEBING, Carsten; WO2014/140065; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 42754-96-1 , The common heterocyclic compound, 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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 commercially available 4,6-dichloro-1 H-pyrazolo[3,4-d]pyrimidine (5.0 g) dissolved in dry THF (100 ml) was added cesium carbonate (17.2 g) and methanol (60 ml) and the mixture heated to 60C. After 30 min the reaction mixture was quenched with water and extracted three times with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and evaporated to afford 6-chloro-4-methoxy-1 H- pyrazolo[3,4-d]pyrimidine as a brown solid. Yield: 3.34 g (68%). MS (ES+): m/e = 185.0 (M+H), chloro pattern

The synthetic route of 42754-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; NAZARE, Marc; HALLAND, Nis; SCHMIDT, Friedemann; KLEEMANN, Heinz-Werner; WEISS, Tilo; SAAS, Joachim; STRUEBING, Carsten; WO2014/140065; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, 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, 42754-96-1, blongs to pyrimidines compound. Recommanded Product: 42754-96-1

4-(6-chloro-lH-pyrazolo[3,4-d]pyrimidin-4-ylamino)-benzenesulfonamide 4A was prepared from IA and IB in dioxane at RT in 10% yield. MS 325 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42754-96-1, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/39359; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 42754-96-1, 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 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4,6-dichloro-lH-pyrazolo[3,4-d]pyrimidine (1.0 g, 5.29 mmol), TsOH (91 mg, 0.53 mmol) and dihydropyran (1.33 g, 15.87 mol) in THF (20 mL) was heated to reflux and stirred overnight. After cooling, the mixture was concentrated to give 4,6- dichloro-l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazolo[3,4-d]pyrimidine (1.2 g) which was used without further purification

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 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; LIU, Xuedong; ZHANG, Gan; CHAN, Daniel, Chuen-Fong; PISCOPIO, Anthony, D.; (117 pag.)WO2015/175813; (2015); 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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below., name: 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine

Compound 183a was prepared from tert-butyl 2,4-dichloro-5,6-dihydropyrido[3,4- d]pyrimidine-7(8H)-carboxylate (182a) (1.0 g, 3.29 mmol) in 2-Propanol (15 mL) using DIPEA (2.3 mL, 13.15 mmol) and 1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-amine (57a) (0.98 g, 3.95 mmol). This gave after workup and purification by flash column chromatography [silica gel, (12 g) eluting with DMA-80 in DCM (0 to 80%)] fert-butyl 2-chloro-4-((l-(3,4,5- trimethoxyphenyl)-lH-imidazol-4-yl)amino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)- carboxylate (183a) (0.87 g, 51 % yield) as a buff solid; NMR (300 MHz, DMSO-^e) delta 9.65 (s, 1H, D20 exchangeable), 8.16 (d, J = 1.5 Hz, 1H), 7.78 (d, J = 1.6 Hz, 1H), 6.90 (s, 2H), 4.35 (s, 2H), 3.87 (s, 6H), 3.69 (s, 3H), 3.61 (t, J = 5.8 Hz, 2H), 2.69 – 2.60 (m, 2H), 1.43 (s, 9H).

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, 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, 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, 42754-96-1, blongs to pyrimidines compound. Computed Properties of C5H2Cl2N4

This reaction was run five times with 1 g each batch. The amounts shown are a total of each of the five batches.To a solution of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (compound la) (5 g, 26.5mmol, Chemshuttle) in ACN (100 mL) was added N-bromosuccinimide (5.18 g, 29.1 mmol).The reaction was heated in a microwave at 100 C over 15 minutes. ACN was removed under vacuum. The remaining residue was partitioned between EtOAc (150 mL) and water (300mL H20 + 100 mL NaCI). The aqueous layer was extracted wit EtOAc (150 mL). Organic layers were combined, washed water (100 mL H20 + 20 mL NaCI) X 3, dried over Na2SO4, filteredand evaporated under reduced pressure. The residue was triturated with water (30 mL) x3 and dried in vacuo at 45C to afford a solid 3-bromo-4,6-dichloro-1H-pyrazolo[3,4- d]pyrimidine (compound 1) (6.5 g, 92% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42754-96-1, its application will become more common.

Reference:
Patent; UNIVERSITY OF DUNDEE; GILBERT, Ian Hugh; THOMAS, Michael George; (37 pag.)WO2016/116752; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 42754-96-1, 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.42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, molecular weight is 189, as common compound, the synthetic route is as follows.

Intermediate 70; 4,6-Dichloro-l-(tetrahvdro-2H-pyran-2-yl)-lH-pyrazolor3,4-dlpyrimidine 103496-1PTo a solution of 4,6-dichloro-lH-pyrazolo[3,4-d]pyrimidine (Intermediate 71, 2 g, 10.58 mmol) and/?-Ts-OEta (0.201 g, 1.06 mmol) in DCM (30 mL) and THF (30.0 mL), was added 3,4- dihydro-2H-pyran (1.335 g, 15.87 mmol). The resulting solution was stirred overnight at ambient temperature whereupon the volatiles were removed under reduced pressure. The residue left, was dissolved in DCM and the organic layer was washed with saturated aqueous sodium carbonate

The chemical industry reduces the impact on the environment during synthesis 42754-96-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 42754-96-1, 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.42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, molecular weight is 189, as common compound, the synthetic route is as follows.

Intermediate 70; 4,6-Dichloro-l-(tetrahvdro-2H-pyran-2-yl)-lH-pyrazolor3,4-dlpyrimidine 103496-1PTo a solution of 4,6-dichloro-lH-pyrazolo[3,4-d]pyrimidine (Intermediate 71, 2 g, 10.58 mmol) and/?-Ts-OEta (0.201 g, 1.06 mmol) in DCM (30 mL) and THF (30.0 mL), was added 3,4- dihydro-2H-pyran (1.335 g, 15.87 mmol). The resulting solution was stirred overnight at ambient temperature whereupon the volatiles were removed under reduced pressure. The residue left, was dissolved in DCM and the organic layer was washed with saturated aqueous sodium carbonate

The chemical industry reduces the impact on the environment during synthesis 42754-96-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 42754-96-1 , The common heterocyclic compound, 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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.

Add 4,6-dichloro-1H-pyrazolo [3,4-d] pyrimidine 1a (120 mg, 0.63 mmol),4-methoxybenzylamine 1b (87.1 mg, 0.63 mmol)And triethylamine (64.13 mg, 0.63 mmol) were dissolved in 2 mL of a tetrahydrofuran solution and stirred at room temperature for 1 hour.The reaction was stopped and distilled under reduced pressure. The residue was purified by silica gel column chromatography using eluent system A,The title product 1c (140 mg) was obtained in a yield of 76.1%.

The synthetic route of 42754-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Yang Shibo; You Lingfeng; Feng Jun; He Feng; (49 pag.)CN110526918; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia