methyl-1 (α-p-methoxyphenyl)ethyl-2 formyl-3 chloro-4 pyrrolo<3,2-c>pyridine

Base Information

• Chemical Name: methyl-1 (α-p-methoxyphenyl)ethyl-2 formyl-3 chloro-4 pyrrolo<3,2-c>pyridine
• CAS No.: 102998-57-2
• Molecular Formula: C₁₈H₁₇ClN₂O₂
• Molecular Weight: 328.798
• Mol file: 102998-57-2.mol

Synonyms:

Chemical Property of methyl-1 (α-p-methoxyphenyl)ethyl-2 formyl-3 chloro-4 pyrrolo<3,2-c>pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl-1 (α-p-methoxyphenyl)ethyl-2 formyl-3 chloro-4 pyrrolo<3,2-c>pyridine

There total 9 articles about methyl-1 (α-p-methoxyphenyl)ethyl-2 formyl-3 chloro-4 pyrrolo<3,2-c>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:

1-(4-methoxyphenyl)ethanone (100-06-1) → methyl-1 (α-p-methoxyphenyl)ethyl-2 formyl-3 chloro-4 pyrrolo<3,2-c>pyridine (102998-57-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 60.7 percent / tert-butyllithium / tetrahydrofuran / 1.) -65 deg C, 30 min, 2.) room temp., 1 h

2: 89 percent / p-toluenesulfonic acid / xylene / 24 h / Heating

3: 85 percent / H₂ / 10percent Pd/C / acetic acid / 0.75 h / Ambient temperature; at normal pressure

4: 50 percent / POCl₃ / 3 h / Heating

5: 46.4 percent Turnov_. / POCl₃ / 1,2-dichloro-ethane / 24 h / 110 °C

With hydrogen; tert.-butyl lithium; toluene-4-sulfonic acid; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; acetic acid; 1,2-dichloro-ethane; xylene;

DOI:10.1139/v86-087

Reference yield:

methyl-1 (α-methoxy-4' phenyl α-hydroxy)ethyl-2 chloro-4 pyrrolo<3,2-c>pyridine (102998-40-3) → methyl-1 (α-p-methoxyphenyl)ethyl-2 formyl-3 chloro-4 pyrrolo<3,2-c>pyridine (102998-57-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 26.4 percent / acetic anhydride / 18 h / Heating

2: 85 percent / H₂ / 10percent Pd/C / acetic acid / 0.75 h / Ambient temperature; at normal pressure

3: 50 percent / POCl₃ / 3 h / Heating

4: 46.4 percent Turnov_. / POCl₃ / 1,2-dichloro-ethane / 24 h / 110 °C

With hydrogen; trichlorophosphate; palladium on activated charcoal; In acetic anhydride; acetic acid; 1,2-dichloro-ethane;

DOI:10.1139/v86-087

Reference yield:

1-methyl-4-chloro-1H-pyrrolo<3,2-c>pyridine (27382-01-0) → methyl-1 (α-p-methoxyphenyl)ethyl-2 formyl-3 chloro-4 pyrrolo<3,2-c>pyridine (102998-57-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 71 percent / tert-butyllithium / tetrahydrofuran / 1.) -65 deg C, 45 min, 2.) room temp., 1 h

2: 26.4 percent / acetic anhydride / 18 h / Heating

3: 85 percent / H₂ / 10percent Pd/C / acetic acid / 0.75 h / Ambient temperature; at normal pressure

4: 50 percent / POCl₃ / 3 h / Heating

5: 46.4 percent Turnov_. / POCl₃ / 1,2-dichloro-ethane / 24 h / 110 °C

With hydrogen; tert.-butyl lithium; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; acetic anhydride; acetic acid; 1,2-dichloro-ethane;

DOI:10.1139/v86-087

upstream raw materials:

methyl-1 (α-methoxy-4' phenyl)ethyl-2 chloro-4 pyrrolo<3,2-c>pyridine

N,N-dimethyl-formamide

methyl-1 methoxy-4 pyrrolo<3,2-c>pyridine

p-methoxyphenyl-1 (methyl-1' dihydro-4',5' oxo-4' pyrrolo<3,2-c>pyridyl-2')-1 ethylene

Refernces