651744-48-8

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]-
• Synonyms: 4-Chloro-1-(triisopropylsilyl)-7-azaindole;4-Chloro-1-(triisopropyls...;4-chloro-1-[tris(1-Methylethyl)silyl]-1H-Pyrrolo[2,3-b]pyridine;(4-Chloropyrrolo[2,3-b]pyridin-1-yl)-triisopropyl-silane;4-chloro-1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridine;4-Chloro-1-(triisopropylsilyl);1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]-
• CAS NO: 651744-48-8
• Molecular Formula: C₁₆H₂₅ClN₂Si
• Molecular Weight: 308.93
• Mol File: 651744-48-8.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 320.543ºC at 760 mmHg
• Flash Point: 147.659ºC
• Appearance: /
• Density: 1.058g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.34±0.30(Predicted)
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]-(651744-48-8)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]-(651744-48-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 651744-48-8(Hazardous Substances Data)

Usage

General Description

The chemical 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]- is a compound that consists of a pyrrolopyridine ring system with a chlorine atom attached to the 4th position and a tris(1-methylethyl)silyl group attached to the 1st position. 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]- is commonly used in the field of organic synthesis and pharmaceutical research as a building block for the synthesis of various biologically active compounds. It has also been studied for its potential applications in the development of new drugs and agrochemicals. Additionally, the tris(1-methylethyl)silyl group attached to the compound provides protection for reactive functional groups during chemical transformations, making it a valuable reagent in organic chemistry. Overall, 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]- has significant utility in both research and industrial applications.

InChI:InChI=1/C16H25ClN2Si/c1-11(2)20(12(3)4,13(5)6)19-10-8-14-15(17)7-9-18-16(14)19/h7-13H,1-6H3

Upstream product

• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 55052-28-3 4-chloro-7-azaindole 
• 13154-24-0 triisopropylsilyl chloride 

Downstream Products

• 1513857-77-6 3-(2,6-difluoro-3,5-dimethoxyphenyl)-1-ethyl-8-(morpholin-4-ylmethyl)-1,3,4,7-tetrahydro-2H-pyrrolo[3’,2’:5,6]pyrido[4,3-d]pyrimidin-2-one 
• 1032815-08-9 4-chloro-5-(1,3-dioxolan-2-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 1032815-07-8 4-chloro-1-(phenylsulfonyl)-1H-pyrrolo [2,3-b]pyridine-5-carbaldehyde 

Relevant articles and documents

Synthesis and evaluation of 1H-pyrrolo[2,3-b]pyridine derivatives as novel immunomodulators targeting Janus kinase 3

Janus kinases (JAKs) have been known to play crucial roles in modulating a number of inflammatory and immune mediators. Here, we describe a series of 1H-pyrrolo[2,3-b]pyridine derivatives as novel immunomodulators targeting JAK3 for use in treating immune diseases such as organ transplantation. In the chemical modification of compound 6, the introduction of a carbamoyl group to the C5-position and substitution of a cyclohexylamino group at the C4-position of the 1H-pyrrolo[2,3-b]pyridine ring led to a large increase in JAK3 inhibitory activity. Compound 14c was identified as a potent, moderately selective JAK3 inhibitor, and the immunomodulating effect of 14c on interleukin-2-stimulated T cell proliferation was shown. Docking calculations and WaterMap analysis of the 1H-pyrrolo[2,3-b]pyridine-5-carboxamide derivatives were conducted to confirm the substituent effects on JAK3 inhibitory activity.

Compound with pyrrolopyridine structure, preparation method and medical application

The invention discloses a compound with a pyrrolopyridine structure, a preparation method and medical application. The compound with the pyrrolopyridine structure has obvious inhibitory activity on JAK family proteins, and is an effective JAK inhibitor, so that the compound has a prospect of being developed into drugs for inhibiting JAK and further treating diseases.

DERIVATIVES OF AN FGFR INHIBITOR

The present disclosure relates to derivatives (e.g., hydroxyl, keto, glucuronide, sulfonic acid, and deuterated) of a Fibroblast Growth Factor Receptors (FGFR) inhibitor, including methods of preparation thereof, and intermediates in the preparation thereof, which are useful in the treatment of FGFR mediated disease such as cancer.