1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester
• CAS No.: 203441-78-5
• Molecular Formula: C₂₀H₂₇NO₂
• Molecular Weight: 313.44
• Mol file: 203441-78-5.mol

Synonyms:1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester

Chemical Property of 1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester

There total 1 articles about 1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester 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:

methyl 3-formyl-6-indolecarboxylate (133831-28-4) → 1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester (203441-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) p-TsOH, p-TsNHNH₂, sulfolane, 2.) NaCNBH₃ / 1.) DMF, 100 deg C, 2.) 100 deg C, 2h

2: NaH / dimethylformamide / 2 h / 0 °C

With sulfolane; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00572-1

Reference yield: 90.0%

1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester (203441-78-5) → 1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid (201286-70-6)

Guidance literature:

With lithium hydroxide; In methanol; at 70 ℃; for 1h;

DOI:10.1016/S0960-894X(98)00572-1

Reference yield:

1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid methyl ester (203441-78-5) → 1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid (3,5-dichloro-1-oxy-pyridin-4-yl)-amide

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / aq. LiOH / methanol / 1 h / 70 °C

2: 1.) 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate, (i-Pr)2NEt, 2.) NaAlH₂Et₂ / 1.) CH₂Cl₂, 2.) toluene, 50 deg C, 1 h

With lithium hydroxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium aluminum diethyl dihydride; In methanol;

DOI:10.1016/S0960-894X(98)00572-1

upstream raw materials:

methyl 3-formyl-6-indolecarboxylate

Downstream raw materials:

1-(3-Cyclohexyl-propyl)-3-methyl-1H-indole-6-carboxylic acid