3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 1289648-32-3
• Molecular Formula: C₂₁H₁₈N₂O
• Molecular Weight: 314.387
• Mol file: 1289648-32-3.mol

Synonyms:3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine

There total 4 articles about 3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine 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: 72.2%

1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (1269469-92-2) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine (1289648-32-3)

Guidance literature:

With pyrrolidine; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1002/hc.20668

Reference yield:

7-Azaindole (271-63-6) → 3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine (1289648-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: trichlorophosphate / 0 - 45 °C / Inert atmosphere

3.1: pyrrolidine / methanol / 20 °C / Inert atmosphere

With pyrrolidine; sodium hydride; trichlorophosphate; In methanol; N,N-dimethyl-formamide; mineral oil; 2.1: Vilsmeier-Haack reaction / 3.1: Knoevenagel condensation;

DOI:10.1002/hc.20668

Reference yield:

1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]-pyridine (418795-13-8) → 3-(cyclopenta-2,4-dienylidenemethyl)-1-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine (1289648-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 0 - 45 °C / Inert atmosphere

2: pyrrolidine / methanol / 20 °C / Inert atmosphere

With pyrrolidine; trichlorophosphate; In methanol; 1: Vilsmeier-Haack reaction / 2: Knoevenagel condensation;

DOI:10.1002/hc.20668

upstream raw materials:

7-Azaindole

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

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

cyclopenta-1,3-diene