1H-PYRROLO[2,3-B]PYRIDINE-5-CARBALDEHYDE

Base Information

• Chemical Name: 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBALDEHYDE
• CAS No.: 849067-90-9
• Molecular Formula: C8H5N2O
• Molecular Weight: 146.148
• Hs Code.: 2933990090
• Mol file: 849067-90-9.mol

Synonyms:1H-PYRROLO[2,3-B]PYRIDINE-5-CARBALDEHYDE;7-AZAINDOLE-5-CARBOXALDEHYDE;1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde;7-Azaindole-5-carbaldehyde;7-Azaindole-5-carbaldehyd...

Chemical Property of 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBALDEHYDE

Chemical Property:

• Melting Point: 181-182 °C
• Refractive Index: 1.747
• PKA: 13.02±0.40(Predicted)
• PSA: 45.75000
• Density: 1.368 g/cm³
• LogP: 1.37540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBALDEHYDE

There total 4 articles about 1H-PYRROLO[2,3-B]PYRIDINE-5-CARBALDEHYDE 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: 69.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde (849067-90-9)

Guidance literature:

5-bromo-1H-pyrrolo[2,3-b]pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

Reference yield: 33.0%

Methyl formate (107-31-3) + 5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde (849067-90-9)

Guidance literature:

5-bromo-1H-pyrrolo[2,3-b]pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 1h; Inert atmosphere;

Methyl formate; In tetrahydrofuran; hexane; at -70 - 20 ℃; Inert atmosphere;

Reference yield:

(1H-pyrrolo[2,3-b]pyridin-5-yl)methanol (849067-97-6) → 1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde (849067-90-9)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃;

upstream raw materials:

trimethyl orthoformate

(1H-pyrrolo[2,3-b]pyridin-5-yl)methanol

Methyl formate

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

Downstream raw materials:

1-(4-methylphenyl)-1H-pyrrolo[2,3-b]pyridine

1-p-tolyl-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde oxime

Refernces

• 1、 -. "MAP4K4 (HGK) Inhibitors". Paragraph 0300. . Retrieved 2016/08/10.
• 2、 -. "HETEROARYL COMPOUNDS, COMPOSITIONS THEREOF, AND USE THEREOF AS PROTEIN KINASE INHIBITORS". Page/Page column 166. . Retrieved 2008/12/05.