1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic acid methyl ester

Base Information

Chemical Name:1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic acid methyl ester
CAS No.:910480-77-2
Molecular Formula:C₂₂H₂₄N₂O₂
Molecular Weight:348.445
Hs Code.:

Synonyms:1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic acid methyl ester

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Chemical Property of 1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic acid methyl ester

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Technology Process of 1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic acid methyl ester

There total 7 articles about 1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic 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:

: 4-cyclohexylideneamino-3-iodo-benzoic acid methyl ester

: 910480-77-2
1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaBH(OAc)3 / 20 °C

2.1: 73 percent / LiCl; potassium acetate; palladium acetate / dimethylformamide / 100 °C

3.1: 82 percent / bromine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -72 °C

4.2: tetrahydrofuran; hexane / 0.83 h / -72 °C

5.1: 4.72 g / P(p-tolyl)3; Pd(OAc)2; K₂CO₃ / tetrahydrofuran; methanol / Heating

With palladium diacetate; n-butyllithium; bromine; potassium acetate; palladium diacetate; sodium tris(acetoxy)borohydride; potassium carbonate; Tri(p-tolyl)phosphine; lithium chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.07.074

Reference yield:

: 910480-67-0
methyl 4-cyclohexylamino-3-iodobenzoate

: 910480-77-2
1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 73 percent / LiCl; potassium acetate; palladium acetate / dimethylformamide / 100 °C

2.1: 82 percent / bromine / CH₂Cl₂ / 0.5 h / 0 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -72 °C

3.2: tetrahydrofuran; hexane / 0.83 h / -72 °C

4.1: 4.72 g / P(p-tolyl)3; Pd(OAc)2; K₂CO₃ / tetrahydrofuran; methanol / Heating

With palladium diacetate; n-butyllithium; bromine; potassium acetate; palladium diacetate; potassium carbonate; Tri(p-tolyl)phosphine; lithium chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.07.074

Reference yield:

: 874676-86-5
methyl 1-cyclohexyl-2-bromo-3-methyl-5-indolecarboxylate

: 910480-77-2
1-cyclohexyl-3-methyl-2-(2-pyridyl)-5-indolecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -72 °C

1.2: tetrahydrofuran; hexane / 0.83 h / -72 °C

2.1: 4.72 g / P(p-tolyl)3; Pd(OAc)2; K₂CO₃ / tetrahydrofuran; methanol / Heating

With palladium diacetate; n-butyllithium; potassium carbonate; Tri(p-tolyl)phosphine; In tetrahydrofuran; methanol; hexane;
DOI:10.1016/j.bmcl.2006.07.074