(1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide

Base Information

• Chemical Name: (1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide
• CAS No.: 163734-46-1
• Molecular Formula: C₂₁H₂₅N₃O₂
• Molecular Weight: 351.448
• Mol file: 163734-46-1.mol

Synonyms:(1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide

Chemical Property of (1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide

There total 6 articles about (1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide 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: 74.0%

5-methoxy-1-(phenylmethyl)-2-propyl-1H-indole-3-acetic acid methyl ester (163688-16-2) → (1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide (163734-46-1)

Guidance literature:

With hydrazine; In ethanol; for 16h; Heating;

DOI:10.1021/jm960485v

Reference yield:

N-(tert-butoxycarbonyl)-4-methoxy-2-methylaniline (129822-42-0) → (1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide (163734-46-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) s-BuLi / 1.) cyclohexane, THF, -40 deg C, 0.25 h, 2.) cyclohexane, THF, from -40 deg C to RT, 2 h

2: 58 percent / CF₃COOH / CH₂Cl₂ / 72 h

3: 1.) n-BuLi, 2.) ZnCl₂

4: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 1.5 h

5: 74 percent / hydrazine / ethanol / 16 h / Heating

With n-butyllithium; sec.-butyllithium; sodium hydride; trifluoroacetic acid; zinc(II) chloride; hydrazine; In ethanol; dichloromethane;

DOI:10.1021/jm960485v

Reference yield:

5-methoxy-2-propyl-1H-indole (163688-14-0) → (1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetic acid hydrazide (163734-46-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi, 2.) ZnCl₂

2: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 1.5 h

3: 74 percent / hydrazine / ethanol / 16 h / Heating

With n-butyllithium; sodium hydride; zinc(II) chloride; hydrazine; In ethanol;

DOI:10.1021/jm960485v

upstream raw materials:

5-methoxy-1-(phenylmethyl)-2-propyl-1H-indole-3-acetic acid methyl ester

N-(tert-butoxycarbonyl)-4-methoxy-2-methylaniline

5-methoxy-2-propyl-1H-indole

5-methoxy-2-propyl-1H-indole-3-acetic acid methyl ester

Downstream raw materials:

2-(1-Benzyl-5-methoxy-2-propyl-1H-indol-3-yl)-acetamide