4-Bromo-7-azaindole

Base Information

• Chemical Name: 4-Bromo-7-azaindole
• CAS No.: 348640-06-2
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.034
• Hs Code.: 2933990090
• Mol file: 348640-06-2.mol

Synonyms:4-Bromo-1H-pyrrolo[2,3-b]pyridine;

Chemical Property of 4-Bromo-7-azaindole

Chemical Property:

• Melting Point: 178-183℃
• Refractive Index: 1.728
• PKA: 12.95±0.40(Predicted)
• PSA: 28.68000
• Density: 1.771 g/cm³
• LogP: 2.32540
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-7-azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Bromo-7-azaindole is an important organic intermediate (building block) to synthetize substituted azaindole products. 4-Bromo-7-azaindole is chemical reagent used in the synthesis of tyrosine kinase inhibitors.

Technology Process of 4-Bromo-7-azaindole

There total 6 articles about 4-Bromo-7-azaindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 56.0%

1H-Pyrrolo[2,3-b]pyridine-7-oxide (55052-24-9) → 4-bromo-7-azaindole (348640-06-2)

Guidance literature:

With tetramethylammonium bromide; Methanesulfonic anhydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 5h;

DOI:10.1016/j.bmcl.2011.11.080

Reference yield: 55.0%

1H-Pyrrolo[2,3-b]pyridine-7-oxide (55052-24-9) + Methanesulfonic anhydride (7143-01-3) → 4-bromo-7-azaindole (348640-06-2)

Guidance literature:

1H-Pyrrolo[2,3-b]pyridine-7-oxide; Methanesulfonic anhydride; With tetramethylammonium bromide; In N,N-dimethyl-formamide; acetonitrile; at 0 - 20 ℃;

With sodium hydroxide; In water; N,N-dimethyl-formamide; acetonitrile; pH=7;

Reference yield:

1H-Pyrrolo[2,3-b]pyridine-7-oxide (55052-24-9) → 3,4-dibromo-1H-pyrrolo[2,3-b]pyridine (1000340-33-9) + 4-bromo-7-azaindole (348640-06-2)

Guidance literature:

1H-Pyrrolo[2,3-b]pyridine-7-oxide; With tetramethylammonium bromide; Methanesulfonic anhydride; In N,N-dimethyl-formamide; at 0 ℃; for 12h; Heating;

With sodium hydroxide; In water; N,N-dimethyl-formamide; at 0 ℃; for 0.5h; pH=7;

upstream raw materials:

1H-Pyrrolo[2,3-b]pyridine-7-oxide

Methanesulfonic anhydride

7-Azaindole

Downstream raw materials:

4-bromo-1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridine

4-bromo-1H-pyrrolo[2,3-b]pyridine 7-oxide

4-[1-{[4-(methyloxy)phenyl]methyl}-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

4-bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine

Refernces

• 1、 -. "5 - thiazole amides and biological applications". Paragraph 0257; 0265-0268. . Retrieved 2018/09/26.
• 2、 Chang, Shaohua,Zhang, Zhang,Zhuang, Xiaoxi,Luo, Jinfeng,Cao, Xianwen,Li, Honglin,Tu, Zhengchao,Lu, Xiaoyun,Ren, Xiaomei,Ding, Ke. "New thiazole carboxamides as potent inhibitors of Akt kinases". supporting information; experimental part. p. 1208 - 1212. Retrieved 2012/03/11.