Analyzing the synthesis route of 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

The synthetic route of 784150-41-0 has been constantly updated, and we look forward to future research findings.

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. 784150-41-0, name is 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C6H3BrClN3

A mixture of 6-bromo-4- chloro-7/-/-pyrrolo[2,3-c]pyrimidine (232 mg, 1 mmol), PhB(OH)2 (365 mg, 3 mmol), Cu(OAc)2 (363 mg, 2 mmol) and 1 , 10-phenanthroline (360 mg, 2 mmol) was stirred in DMF (20 mL) for 16 h before the reaction was diluted with saturated NH4CI(aq) (200 mL) and water (200 mL). The resulting mixture was extracted with EtOAc (3 x 50 mL), the combined organic phases were passed through a phase separator, concentrated in vacuo, and the residue was purified by flash chromatography (40 g GraceResolv silica, 0-60% EtOAc in cyclohexane) to give the title compound (170 mg, 55%) as colourless solid. LCMS (Method B): RT = 1.42 min, m/z = 308, 310, 312 [M+H]+.

The synthetic route of 784150-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin; HARRISON, Tim; HEWITT, Peter; ROUNTREE, Shane; HUGUES, Miel; BURKAMP, Frank; JORDAN, Linda; HELM, Matthew; BROCCATELLI, Fabio; CRAWFORD, James John; GAZZARD, Lewis; WERTZ, Ingrid; LEE, Wendy; (304 pag.)WO2018/73602; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

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. 784150-41-0, 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Application of 784150-41-0 ,Some common heterocyclic compound, 784150-41-0, molecular formula is C6H3BrClN3, 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.

4-(1,1-Dioxothiomorpholinyl)phenyl)boronic acid pinacol ester (1.1 g, 3.3 mmol) was added to a 100mL of flask and added with 6-bromo-4-chloro-7-((2-(trimethylsilyl) ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (440 mg 1.90 mmol), potassium carbonate (0.53 g, 3.8 mmol), dioxane (40 mL), Pd (dppf) Cl2(139 mg, 0.18 mmol), and water (4 mL) successively. The reaction mixture was stirred at 80C for 16 h under argon atmosphere. The reaction mixture was cooled to rt. and concentrated under reduced pressure to dryness. The residues were purified by column chromatography (eluent: PE:EtOAc, 3:1) to give 100 mg of the title compound as pale yellow solid (yield of 14.5%).

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. 784150-41-0, 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The National Institutes Of Pharmaceutical Research; YIN, Huijun; YAN, Xu; ZONG, Libin; TIAN, Weixue; ZHENG, Li; DOU, Haoshuai; YANG, Yan; (68 pag.)EP3556761; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Share a compound : 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 784150-41-0.

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. 784150-41-0, name is 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3BrClN3, 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. Application In Synthesis of 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

To a solution of aryl bromide (233 mg, 1.0 mmol) in 1,4- dioxane (8 mL) and H2O (2 mL) was added tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan- 2-yl)-5,6-dihyropyridine-1(2H)-carboxylate (Eunkyung, K. et al Bioorganic & Medicinal Chemistry Letters 2008, 18, 4993-4996) (245 mg, 0.8 mmol), Pd(dppf)Cl2.DCM (41 mg, 0.05 mmol) and K2CO3(276 mg, 2.0 mmol) under N2. The mixture was stirred at 110 C for 4 h, cooled to rt, diluted with H2O (80 mL) and extracted with EtOAc (60 mL x 3 . The organic layers separated, dried (Na2SO4) concentrated in vacuo to afford a residue which was purified by column chromatography (petroleum ether/EtOAc = 5:1 to 2:1) to give the title compound (77 mg, yield 23%) as yellow solid ESI-MS (M+H)+: 335.2.1H NMR (400 MHz, CDCl3) : 10.82 (br, 1H), 8.71 (s, 1H), 6.73 (s, 1H), 6.68-6.56 (m, 1H), 4.16-4.13 (m, 2H), 3.70-3.65 (m, 2H), 2.62-2.60 (m, 2H), 1.46 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 784150-41-0.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian T.; MA, Bin; CHAN, Timothy Raymond; KUMARAVEL, Gnanasambandam; MIAO, Hua; BERTOLOTTI-CIARLET, Andrea; OTIPOBY, Kevin; WO2015/89327; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia