Miao, Zhuang’s team published research in Bioorganic & Medicinal Chemistry Letters in 2020 | CAS: 56844-40-7

6-Bromothieno[2,3-d]pyrimidin-4(3H)-one(cas: 56844-40-7) belongs to pyrimidine. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. Reference of 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one

Reference of 6-Bromothieno[2,3-d]pyrimidin-4(3H)-oneOn March 15, 2020, Miao, Zhuang; Sun, Yu-meng; Zhao, Lan-ying; Li, Yue-shan; Wang, Yi-fei; Nan, Jin-shan; Qiao, Ze-en; Li, Lin-li; Yang, Sheng-yong published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Discovery of thieno[2,3-d]pyrimidin-4(3H)-one derivatives as a new class of ROCK inhibitors》. The article mentions the following:

Herein, we report the discovery of a series of thieno[2,3-d]pyrimidin-4(3H)-one derivatives as a new class of ROCK inhibitors. Structure-activity relationship studies of these compounds led to the identification of the most potent compound, 3-(3-methoxybenzyl)-6-(1H-pyrrolo[2,3-b]pyridin-4-yl)thieno[2,3-d]pyrimidin-4(3H)-one (8k), which showed IC50 values of 0.004μM and 0.001μM against ROCK I and ROCK II, resp. In vitro, 8k significantly reduced the phosphorylation level of ROCK downstream signaling protein and induce changes in cell morphol. and migration. Overall, this study provides a promising lead compound for drug discovery targeting ROCKs. After reading the article, we found that the author used 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one(cas: 56844-40-7Reference of 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one)

6-Bromothieno[2,3-d]pyrimidin-4(3H)-one(cas: 56844-40-7) belongs to pyrimidine. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. Reference of 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The important role of 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56844-40-7, 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 56844-40-7, 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

1 L cc. sulfuric acid was cooled with ice-water bath and 72.0 g potassium iodide (0.434mol) was added in portions during 15 minutes and then 32.4 g sodium periodate (0.151mol) during a 10 minutes period. The resulting mixture was stirred at room temperature for30 minutes then 80.0 g 6-bromo-3H-thieno[2,3-djpyrimidin-4-one (0.346 mol) was addedto the mixture in portions in 30 minutes while the internal temperature was kept between -21 C and -19 C. The reaction mixture was stirred at -20 C for 1,5 hours. lee (3 kg) was added to the suspension then the precipitate was filtered off, washed with water (3×500 mL), finally with diethyl ether (3×200 mL) and air dried to give the product as a tan crystalline solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56844-40-7, 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; SZLAVIK, Zoltan; CSEKEI, Marton; PACZAL, Attila; SZABO, Zoltan; SIPOS, Szabolcs; RADICS, Gabor; PROSZENYAK, Agnes; BALINT, Balazs; BRUNO, Alain; GENESTE, Olivier; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; PERRON-SIERRA, Francoise; WO2015/97123; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 56844-40-7

With the rapid development of chemical substances, we look forward to future research findings about 56844-40-7.

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. 56844-40-7, name is 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, molecular formula is C6H3BrN2OS, 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. HPLC of Formula: C6H3BrN2OS

General procedure: To a stirred solution of intermediate 6 (100 mg, 0.433 mmol) in DMF was added K2CO3 (179 mg, 1.299 mmol) and 3-fluorobenzyl bromide (54 muL, 0.433 mmol) at RT. After stirring for 12 h, the reaction mixture was concentrated to dryness under vacuum and the residue was extracted with CH2Cl2 and water. The organic layer was washed with brine and dried over MgSO4. Then the solution was concentrated to dryness under vacuum and puried via a ash chromatography silica gel plate (petroleum ether/ethyl acetate, 3/1) to afford title compound as a pale yellow solid in 43% yield.

With the rapid development of chemical substances, we look forward to future research findings about 56844-40-7.

Reference:
Article; Miao, Zhuang; Sun, Yu-meng; Zhao, Lan-ying; Li, Yue-shan; Wang, Yi-fei; Nan, Jin-shan; Qiao, Ze-en; Li, Lin-li; Yang, Sheng-yong; Bioorganic and Medicinal Chemistry Letters; vol. 30; 6; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New learning discoveries about 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56844-40-7, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 56844-40-7, 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, 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, 56844-40-7, blongs to pyrimidines compound. Safety of 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one

Compound 5 (1.00 g, 4.33 mmol) was mixed with (2-methoxyphenyl)boronic acid (795 mg, 5.23 mmol), fine powdered K2CO3 (1.44 g, 10.39 mmol), Pd(PPh3)4 (50 mg, 0.04 mmol) and 1/1 1,4-dioxane/water (30 mL). The reaction was then stirred at 110 C for 5 h under nitrogen atmosphere. The solvent was removed and the product was diluted with water (50 mL). The mixture was filtered and the solid material washed with water (2¡Á75 mL). This was used without further purification. Drying gave 1.02 g (3.95 mmol, 91%) of 6 as a light brown solid, mp 317 C (dec.); 1H NMR (400 MHz, DMSO-d6) delta: 12.48 (s br, 1H), 8.12 (s, 1H), 7.85-7.81 (m, 2H), 7.41-7.35 (m, 1H), 7.21-7.16 (m, 1H), 7.08-7.03 (m, 1H), 3.95 (s, 3H); 13C NMR (100 MHz, DMSO-d6) delta: 163.8, 157.2, 155.3, 146.3, 135.3, 129.8, 128.0, 124.6, 121.2, 120.3, 118.6, 112.4, 55.8; IR (neat, cm-1): 3070, 1668, 1456, 1265, 1020, 865, 775, 759; HRMS (APCI/ASAP, m/z): 259.0537 (calcd. C13H11N2O2S, 259.0541, [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,56844-40-7, its application will become more common.

Reference:
Article; Bugge, Steffen; Moen, Ingri Ullestad; Kragseth Sylte, Kent-Ove; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 175 – 194;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one

According to the analysis of related databases, 56844-40-7, the application of this compound in the production field has become more and more popular.

Synthetic Route of 56844-40-7, 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. 56844-40-7, name is 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, molecular formula is C6H3BrN2OS, 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.

Compound 3 (32.7 g, 142 mmol) was mixed with POCl3 (100 mL) and heated at 120 C for 3 h. Then the mixture was quenched into 5 M aq NaOH (1 L) and ice. The pH was adjusted to 7 using a saturated aq NaHCO3 solution. The formed precipitate was isolated by filtration and washed with water (3¡Á200 mL). Drying gave 31.0 g (124 mmol, 88%) of 4 as a brown solid, mp. 112-118 C. A fraction of this material was further purified: the dry material was applied to the top of a packed silica gel plug and eluted with CH2Cl2, mp. 114-118 C; Rf (CH2Cl2/MeOH, 98/2)=0.67; 1H NMR (400 MHz, DMSO-d6) delta: 8.95 (s, 1H), 7.89 (s, 1H); 13C NMR (100 MHz, DMSO-d6) delta: 168.9, 153.2, 152.5, 130.2, 122.9, 118.5; IR (neat, cm-1): 3082, 1508, 1411, 959, 832, 816, 760; HRMS (EI, 70 eV, m/z): 247.8813 (calcd C6H2Br79Cl35N2S, 247.8811, M+). The 1H NMR spectrum corresponds with Ref. 41. 13C NMR spectroscopic data and a reference melting point have not been identified.

According to the analysis of related databases, 56844-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Sundby, Eirik; Hoff, Bard Helge; Tetrahedron; vol. 68; 45; (2012); p. 9226 – 9233;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia