4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

Base Information

• Chemical Name: 4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
• CAS No.: 1350760-48-3
• Molecular Formula: C₁₇H₁₅FN₂O
• Molecular Weight: 282.317
• Mol file: 1350760-48-3.mol

Synonyms:4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

Chemical Property of 4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

Chemical Property:

• Boiling Point: 462.6±45.0 °C(Predicted)
• Density: 1.20±0.1 g/cm3(Predicted)

Purity/Quality:

95%-98% ^*data from raw suppliers

4-(4-Fluorophenyl)-1-isopropyl-1H-pyrrolo-[2,3-b]pyridine-3-carbaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

There total 2 articles about 4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-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: 43.0%

4-bromo-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (1350760-46-1) + 4-fluoroboronic acid (1765-93-1) → 4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (1350760-48-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 120 ℃; for 0.5h; Microwave irradiation; Inert atmosphere;

DOI:10.1021/acsmedchemlett.8b00306

Reference yield:

4-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (1000340-35-1) → 4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (1350760-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 2 h / 80 °C

2.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.42 h / 140 °C / Inert atmosphere; microwave irradiation

With potassium carbonate; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield: 95.0%

4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (1350760-48-3) + 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoic acid (1356386-23-6) → 4-(8-((4-(4-fluorophenyl)-1-isopropyl-1H-pyrrolo[2,3-b]pyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acsmedchemlett.8b00306

upstream raw materials:

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

4-fluoroboronic acid

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