1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide

Base Information

• Chemical Name: 1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide
• CAS No.: 338959-31-2
• Molecular Formula: C₂₀H₂₄N₂O₃
• Molecular Weight: 340.422
• Mol file: 338959-31-2.mol

Synonyms:1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide

Chemical Property of 1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide

There total 1 articles about 1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide 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: 98.0%

1-benzyl-2,3-dihydro-1H-indole-6-carboxylic acid; hydrochloride + 2,2-dimethoxyethylamine (22483-09-6) → 1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide (338959-31-2)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.06.042

Reference yield: 94.0%

1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide (338959-31-2) → 1-benzyl-2,3-dihydro-8-hydroxypyrrolo[3,2-g]isoquinoline (338959-32-3)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 80 ℃; for 16h;

Reference yield:

1-benzylindoline-6-carboxylic acid (2,2-dimethoxyethyl)amide (338959-31-2) → 4-{5-ethyl-4-[8-(hexahydro-pyrrolo[1,2-a]pyrazin-2-yl)-2,3-dihydro-pyrrolo[3,2-g]isoquinoline-1-carbonyl]-pyrazol-1-yl}-benzonitrile

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / BF₃*OEt₂ / tetrahydrofuran

2: 63 percent / pyridine

3: H₂; HCl / Pd/C / methanol

4: DIC; HOBt / dimethylformamide

With pyridine; hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; benzotriazol-1-ol; dacarbazine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.06.042

upstream raw materials:

2,2-dimethoxyethylamine

Downstream raw materials:

1-benzyl-2,3-dihydro-8-hydroxypyrrolo[3,2-g]isoquinoline

1-benzyl-2,3-dihydro-8-(piperazin-1-yl)pyrrolo[3,2-g]isoquinoline

1-benzyl-2,3-dihydro-8-(4-methylpiperazin-1-yl)pyrrolo[3,2-g]isoquinoline

1-benzyl-2,3-dihydro-8-trifluoromethanesulfonyloxy-pyrrolo[3,2-g]isoquinoline