3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile

Base Information

Chemical Name:3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile
CAS No.:114495-23-7
Molecular Formula:C₂₃H₂₃N₃O
Molecular Weight:357.455
Hs Code.:

Synonyms:3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile

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Chemical Property of 3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile

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Technology Process of 3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile

There total 6 articles about 3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile 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: 95.0%

: 114495-24-8
3-[2-(5-Benzyloxy-6-cyano-3,6-dihydro-2H-pyridin-1-yl)-ethyl]-indole-1-carboxylic acid tert-butyl ester

: 114495-23-7
3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile

Guidance literature:: With trifluoroacetic acid; In dichloromethane; 15 min, 0degC then room temperature;
DOI:10.1016/S0040-4020(01)86795-8

Reference yield:

: 3389-21-7
3-(2-bromoethyl)-1H-indole

: 114495-23-7
3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / diethyl ether / 3.25 h / 90 °C

2: sodium borohydride / ethanol / 0 degC then 90 min at room temperature

3: 90 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 3 h

4: 1.) m-chloroperbenzoic acid, trifluoroacetic acid / 1.) CH₂Cl₂, 1 h, 0 degC then 15 min at -13 degC; 2.) CH₂Cl₂/water

5: 95 percent / trifluoroacetic acid / CH₂Cl₂ / 15 min, 0degC then room temperature

With dmap; sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In diethyl ether; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)86795-8

Reference yield:

: 76509-17-6
3-benzyloxypyridine

: 114495-23-7
3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-1,2,5,6-tetrahydro-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / diethyl ether / 3.25 h / 90 °C

2: sodium borohydride / ethanol / 0 degC then 90 min at room temperature

3: 90 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 3 h

4: 1.) m-chloroperbenzoic acid, trifluoroacetic acid / 1.) CH₂Cl₂, 1 h, 0 degC then 15 min at -13 degC; 2.) CH₂Cl₂/water

5: 95 percent / trifluoroacetic acid / CH₂Cl₂ / 15 min, 0degC then room temperature

With dmap; sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In diethyl ether; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)86795-8