271-70-5 | Pyrimidines

24-Sep-21 News The origin of a common compound about 271-70-5

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 271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine.

Electric Literature of 271-70-5, 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. 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, 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.

To a solution of 5-bromo-1,3-dihydrobenzo[c]thiophene (1, 0.18 g, 0.81 mmol) in dimethylformamide (3.5 mL), were added 7H-pyrrolo [2,3-d]pyrimidine (2, 0.14 g, 1.22 mmol) and sodium tert-butoxide (0.12 g, 1.2 mmol). The reaction mixture was degassed with argon for 20 min. Trans-N,N?-dimethyl cyclohexane 1,2 diamine (0.064 g, 0.4 mmol) and copper(I) iodide (0.030 g, 0.16 mmol) were then added and the reaction mixture was heated at 100 C. for 16 h. After heating the reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography using 2% methanol in dichloromethane as eluent to afford 7-(1,3-dihydrobenzo[c]thiophen-5-yl)-7H-pyrrolo[2,3-d]pyrimidine (Cpd. No. 13). Yield: 0.029 g, 12%; MS (ESI) m/z 254[M+1]+; 1H NMR (400 MHz, DMSO-d6) delta 9.13 (s, 1H), 8.87 (s, 1H), 8.03 (d, J=3.7 Hz, 1H), 7.84 (d, J=2.0 Hz, 1H), 7.74 (dd, J=8.3, 2.1 Hz, 1H), 7.50 (d, J=8.2 Hz, 1H), 6.88 (d, J=3.7 Hz, 1H), 4.34-4.26 (m, 4H).

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

24-Sep-21 News The origin of a common compound about 271-70-5

07/9/2021 News Share a compound : 271-70-5

According to the analysis of related databases, 271-70-5, the application of this compound in the production field has become more and more popular.

Reference of 271-70-5, Adding some certain compound to certain chemical reactions, such as: 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine,molecular formula is C6H5N3, 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 271-70-5.

To 7H-pyrrolo[2,3-]pyrimidine (6, 1.00 g, 8.39 mmol), (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (22, 2.93 g, 10.1 mmol), and potassium hydroxide (1.53 g, 27.3 mmol), 10.0 mL of methanol was added. The solution was allowed to stir at room temperature for 32 hours, then poured into 25 mL of water and 25 mL of saturated ammonium chloride and extracted 2×50 mL with ethyl acetate. The combined organic layer was concentrated under vacuum. The crude material was purified by silica gel column chromatography eluting with a gradient of 0-80% ethyl acetate in hexane (with 4% acetic acid) over 15 minutes. Appropriate fractions were combined and concentrated under vacuum to provide 1.066 g of a mixture of compounds 23 and 24, which was used in the next step without further purification. MS(ESI) [M+H+]+=335.4.

According to the analysis of related databases, 271-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Plexxikon, Inc.; US2009/286783; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 271-70-5

The chemical industry reduces the impact on the environment during synthesis 271-70-5, I believe this compound will play a more active role in future production and life.

Application of 271-70-5, 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.271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.

5-Nitro-7H-pyrrolo[2,3-d]pyrimidine (8) is prepared by adding 7H-pyrrolo[2,3-d]pyrimidine (6) to fuming nitric acid while cooling (e.g. 0 C.). After stirring for one to several hours, water is carefully added and the mixture neutralized with saturated sodium bicarbonate. The solids are collected by filtration and dried to provide 5-nitro-7H-pyrrolo[2,3-d]pyrimidine 8.

The chemical industry reduces the impact on the environment during synthesis 271-70-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ibrahim, Prabha N.; Bremer, Ryan; Zhang, Jiazhong; Nespi, Marika; Cho, Hanna; US2009/286782; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The important role of 271-70-5

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. 271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Related Products of 271-70-5, Adding some certain compound to certain chemical reactions, such as: 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine,molecular formula is C6H5N3, 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 271-70-5.

5-Bromo-7H-pyrrolo[2,3-d]pyrimidine (7) is prepared by dissolving 7H-pyrrolo[2,3-d]pyrimidine (6) in chloroform and slowly adding Br2 in carbon tetrachloride at 0 C. After stirring for 1-2 hours, the reaction may be quenched in aqueous hydrochloric acid. Isolation by conventional means (e.g. extraction and silica gel chromatography) provides compound 7.

Reference:
Patent; Ibrahim, Prabha N.; Bremer, Ryan; Zhang, Jiazhong; Nespi, Marika; Cho, Hanna; US2009/286782; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 7H-Pyrrolo[2,3-d]pyrimidine

The chemical industry reduces the impact on the environment during synthesis 271-70-5, I believe this compound will play a more active role in future production and life.

Related Products of 271-70-5, 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.271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.

A solution of bromine (0.086 mL, 1.68 mmol) in DMF (5.5 mL) was added to a solution of 7H- pyrrolo[2,3-d]pyrimidine (200 mg, 1.68 mmol) in DMF (5.5 mL). The reaction mixture was stirred at RT for 4 h and poured into a mixture of ice and water containing Na2S203. A saturated aqueous solution of NaHC03 was added (until basic pH), the layers were separated and the aqueous layer was extracted twice with EtOAc. The combined organic extracts were washed with brine, dried (Na2S04), filtered and concentrated. The material thus obtained was used without further purification in the next step. TLC, Rf (CH2CI2/MeOH 9: 1) = 0.45; MS (UPLC/MS): 198.1/200.1 [M+H]+, 196.1/198.1 [M-H]-.

The chemical industry reduces the impact on the environment during synthesis 271-70-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige Liliane Jeanne; MAIBAUM, Juergen Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan Andreas; SIMIC, Oliver; VULPETTI, Anna; ROGEL, Olivier; WO2012/93101; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extracurricular laboratory: Synthetic route of 7H-Pyrrolo[2,3-d]pyrimidine

Application of 271-70-5, Adding some certain compound to certain chemical reactions, such as: 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine,molecular formula is C6H5N3, 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 271-70-5.

7H-Pyrrolo[2,3-d]pyrimidine (6, 0.450 g, 3.78 mmol), (5-formyl-pyridin-2-yl)-(6-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester (71, 1.43 g, 4.16 mmol), potassium hydroxide (0.689 g, 12.3 mmol) and 6.6 mL methanol were combined in a reaction vessel. The reaction mixture was allowed to stir at room temperature for 36 hours, then concentrated under vacuum to provide a thick brown slurry, which was combined with ethyl acetate and aqueous saturated sodium bicarbonate. The organic layer was dried with sodium sulfate, filtered and the filtrate adsorbed onto silica. This was purified by silica gel column chromatography, eluting with a gradient of 1-10% methanol in dichloromethane over 30 minutes. Appropriate fractions were combined and the solvents removed under vacuum to provide the desired compound (72, 380 mg). 1H NMR was consistent with the compound structure.

Reference:
Patent; Ibrahim, Prabha N.; Bremer, Ryan; Zhang, Jiazhong; Nespi, Marika; Cho, Hanna; US2009/286782; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The important role of 271-70-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

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.271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.COA of Formula: C6H5N3

To 7H-pyrrolo[2,3-d]pyrimidine (6, 0.450 g, 3.78 mmol), N-(2,4-difluoro-3-formyl-phenyl)-4-trifluoromethyl-benzenesulfonamide (10, 1.52 g, 4.16 mmol), and potassium hydroxide (0.689 g, 12.3 mmol), 6.6 mL of methanol was added. The solution was allowed to stir at room temperature for 8 hours, then poured into 50 mL of water and 50 mL of aqueous saturated ammonium chloride and extracted 2*50 mL and 1*25 mL with ethyl acetate. The combined organic layers were washed with water and brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluding with a gradient of 0-80% ethyl acetate in hexane (with 4% acetic acid) over 15 minutes. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound as a white solid (P-0003, 754 mg). 1H-NMR (dmso-d6) consistent with the desired compound. MS (ESI) [M-H+]-=483.4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Plexxikon, Inc.; US2009/286783; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 7H-Pyrrolo[2,3-d]pyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,271-70-5, its application will become more common.

Related Products of 271-70-5, 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 271-70-5 as follows.

To a stirred solution of 7H-pyrrolo[2,3-d]pyrimidine (11.5 g, 73.92 mmol) in DMF (350 mL) was added a solution of bromine (11.8 g, 73.84 mmol) in DMF (50 mL) at 0C. The cooling bath was removed and the reaction stirred at 20C for 8h, then the reactionmixture was poured into ice-water and basified with Na2CO3. The mixture was extracted with ethyl acetate. The combined organic layers were washed with 10% aq. Na25203 solution, brine, dried over Mg504, the solids were removed by filtration, and the filtrate was concentrated under reduced pressure to afford 16, 5-bromo-7H-pyrrolo- [2,3-d]pyrimidine as yellow solid, used in the next step without further purification. 1H NMR(400 MHz, DMSO-d6) 6 ppm 7.84 (s, 1 H), 8.84 (s, 1 H), 8.92 (s, 1 H), 12.57 (br, 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,271-70-5, its application will become more common.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; JONCKERS, Tim Hugo Maria; MC GOWAN, David Craig; GUILLEMONT, Jerome Emile Georges; COOYMANS, Ludwig Paul; EMBRECHTS, Werner Constant Johan; BUYCK, Christophe Francis Robert Nestor; BALEMANS, Wendy Mia Albert; RABOISSON, Pierre Jean-Marie Bernard; (34 pag.)WO2017/89518; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 7H-Pyrrolo[2,3-d]pyrimidine

Related Products of 271-70-5, 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 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Procedure A: To a solution of 5-bromo-2-(4-methoxybenzyl)isoindolin-1-one (1, 0.5 g, 1.5 mmol) in dioxane (10 mL) was added 7H-pyrrolo[2,3-d]pyrimidine (2, 0.27 g, 2.25 mmol) and potassium tert-butoxide (0.51 g, 4.52 mmol) followed by the addition of XantPhos (0.087 g, 0.15 mmol). The reaction mixture was degassed with argon for 15 min. Tris(dibenzylideneacetone)dipalladium(0) (0.14 g, 0.15 mmol) was then added and the reaction mixture was heated at 90 C. and maintained at that temperature for 12 h. (0193) Following heating, the reaction mixture was cooled and concentrated under reduced pressure. The concentrated reaction mixture was extracted in ethyl acetate. The organic layer was separated, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue obtained was purified by silica gel (100-200 mesh) column chromatography using 5% methanol in dichloromethane as eluent so as to afford 2-(4-methoxybenzyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)isoindolin-1-one (3). Yield: 0.21 g, 38%;