1H-Pyrrolo[2,3-b]pyridine, 3-bromo-4-chloro-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 3-bromo-4-chloro-
• CAS No.: 1000340-39-5
• Molecular Formula: C7H4BrClN2
• Molecular Weight: 231.479
• Hs Code.: 29339900
• Mol file: 1000340-39-5.mol

Synonyms:3-Bromo-4-chloro-7-azaindole;

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 3-bromo-4-chloro-

Chemical Property:

• Melting Point: 214-215 °C
• Boiling Point: 350.468 °C at 760 mmHg
• PKA: 11.31±0.40(Predicted)
• Flash Point: 165.757 °C
• PSA: 28.68000
• Density: 1.878 g/cm³
• LogP: 2.97880
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-4-chloro-1h-pyrrolo[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine, 3-bromo-4-chloro-

There total 1 articles about 1H-Pyrrolo[2,3-b]pyridine, 3-bromo-4-chloro- 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: 96.0%

4-chloro-7-azaindole (55052-28-3) → 3-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine (1000340-39-5)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2018.07.062

Reference yield: 77.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 3-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine (1000340-39-5) → 3-bromo-4-chloro-N1-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo[2,3-b]pyridine

Guidance literature:

3-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 - 80 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b01275

Reference yield: 43.0%

3-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine (1000340-39-5) + methyl 2-chloro-4-phenoxybenzoate (2095393-16-9) → (4-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)(2-chloro-4-phenoxyphenyl)methanone

Guidance literature:

3-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

methyl 2-chloro-4-phenoxybenzoate; In tetrahydrofuran; at -78 ℃;

upstream raw materials:

4-chloro-7-azaindole

Refernces

• 1、 -. "SUBSTITUTED PYRROLO [2, 3-b] PYRIDINE AND PYRAZOLO [3, 4-b] PYRIDINE DERIVATIVES AS PROTEIN KINASE INHIBITORS". Paragraph 268-269. . Retrieved 2020/12/11.
• 2、 Hulpia, Fabian,Noppen, Sam,Schols, Dominique,Andrei, Graciela,Snoeck, Robert,Liekens, Sandra,Vervaeke, Peter,Van Calenbergh, Serge. "Synthesis of a 3′-C-ethynyl-β-D-ribofuranose purine nucleoside library: Discovery of C7-deazapurine analogs as potent antiproliferative nucleosides". . p. 248 - 267. Retrieved 2018/08/17.