Category: 5910-12-3

5910-12-3, name is 3-Bromopyrazolo[1,5-a]pyridine, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C7H5BrN2

REFERENCE EXAMPLE 1 3-(6-Fluoropyridin-2-yl)pyrazolo[1 ,5-a]pyridine To a 3-bromopyrazolo[1 ,5-a]pyhdine (2.40 g, 12.17 mmol) solution in DME (54 mL) under argon atmosphere, 6-fluoro-2-pyhdylboronic acid (1.80 g, 12.77 mmol), Pd(PPh3)4 (1.40 g, 1.21 mmol) and a solution of K2CO3 (3.70 g, 26.8 mmol) in H2O (7 mL) were added. The resulting mixture was heated at 85 0C for 5 h, cooled and concentrated to dryness. The crude product obtained was chromatographed over silica gel using hexane/EtOAc mixtures of increasing polarity as eluent, to afford 1.21 g of the desired compound (47% yield). LC-MS (Method 2): tR = 3.00 min; m/z = 214 (MH+).

The synthetic route of 5910-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PALAU PHARMA, S. A.; SALAS SOLANA, Jorge; ALMANSA ROSALES, Carmen; COMELLES ESPUGA, Josep; FONTES USTRELL, Montserrat; SOLIVA SOLIVA, Robert; PASTOR PORRAS, Jose, Javier; WO2010/72823; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 5910-12-3, name is 3-Bromopyrazolo[1,5-a]pyridine, belongs to bromides-buliding-blocks compound, 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 5910-12-3, SDS of cas: 5910-12-3

Part B begins with commercially available bromo-pyrazolopyrimidine 47 (755 mg, 3.83 mmol) and 4,4,5,5-tetramethyl-2-(propan-2-yloxy)-l,3)2-dioxaborolane (2.3 mL, 11.50 mmol) in THF (1.5 mL) at -78 0C. To this solution was added n-butyllithium (4.8 mL, 7.66 mmol) dropwise over 10 minutes. The reaction was slowly warmed to room temperature and was poured into water (10 mL) and partitioned with dichloromethane (10 mL). The organic was dried over sodium sulfate and concentrated before purification by column chromatography (0- 20% ethyl acetate in hexanes) to yield the boronic ester 48 (18% yield, 170 mg). 1H NMR (500 MHz, cdcl3) delta 8.54 – 8.44 (m, OH), 8.03 (s, 1 H), 7.65 (s, 1 H), 7.62 (d, J – 8.8, 1 H), 6.89 (d, J – 7.2, 1 H), 6.72 (x, J ‘ 54.4, 1 H), 6.20 (d, J = 9.3, 1 H), 4.37 – 4.06 (m, 1 H), 2.80 (t, J = 9.7, 1 H), 2.31 – 2.20 (m, IH), 2.10 (d, J = 13.7, IH), 1.92 – 1.73 (m, J = 26.0, 13.5, 2H), 1.44 – 1.16 (m, 2H).; Scheme 10.Stop A.Molecules of type 50 were prepared according to scheme 10 with the synthesis of compounds 46 and 48. Compound 46 (step A) was synthesized from commercially available dibromide 44. Regioselective metal-exchange followed by DMF quench provided aldehyde 46. Aldehyde 46 was reacted with excess deoxofluor to furnish compound 46. Preparation of boronic ester 48 (step B) was accomplished from commercial starting material (compound 47) via lithium-halogen exchange in the presence of 4,4,5>5-tetramethyl-2-(propan-2-yloxy)-l,3»2- dioxaborolane. Palladium-mediated coupling of 46 and 48 was followed by saponifcation to yield carboxylic acid 49. Amide formation with intermediate Il and subsequent deprotection provided compound 50.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromopyrazolo[1,5-a]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; KATZ, Jason; KNOWLES, Sandra, L.; JEWELL, James, P.; SLOMAN, David, L.; STANTON, Matthew, G.; NOUCTI, Njamkou; WO2010/17046; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5910-12-3, name is 3-Bromopyrazolo[1,5-a]pyridine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Bromopyrazolo[1,5-a]pyridine

4i4)4′)4’i5i5,5,,5′-Octamethyl-2,2′-bi(1 ,3,2-dioxaborolane) (1.27 g, 5.0 mmol), palladium (II) acetate (0.050 g, 0.228 mmol), tricyclohexylphosphine (0.127 g, 0.46 mmol), potassium carbonate (0.945 g, 6.84 mmol) and water (0.05 mL) were added to a solution of 3-bromopyrazolo[1 ,5-a]pyridine (Preparation 22c, 0.90 g, 4.56 mmol)) in diglyme (10 mL) and the resulting mixture was heated at 100 C for 2h. After cooling, the reaction mixture was filtered through Celite, eluting with methanol. The filtrate was evaporated and the crude product was used with no further purification in the next synthetic step.LRMS (m/z): 245 (M+1)+.

According to the analysis of related databases, 5910-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; BACH TA?A, Jordi; PAGES SANTACANA, Lluis, Miquel; TALTAVULL MOLL, Joan; EASTWOOD, Paul, Robert; GONZALEZ RODRIGUES, Jacob; GIULIO MATASSA, Victor; WO2011/101161; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary