(S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide

Base Information

Chemical Name:(S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide
CAS No.:898533-27-2
Molecular Formula:C₂₄H₃₂N₄O
Molecular Weight:392.544
Hs Code.:

Synonyms:(S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide

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Chemical Property of (S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide

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Technology Process of (S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide

There total 7 articles about (S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide 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: 70.0%

: 898533-27-2
(S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide

Guidance literature:

Reference yield: 67.0%

: (S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

: 898533-27-2
(S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; In methanol; ethyl acetate; for 8h; under 3102.97 Torr; Inert atmosphere;
DOI:10.1021/jm501119j

Reference yield:

: 157521-46-5
2-methyl (S)-(-)-1-(benzyloxycarbonyl)-1,2,3,4-tetrahydroquinoline-2-carboxylate

: 898533-27-2
(S)-(-)-N-[4-(4-phenylpiperazin-1-yl)butyl]-1,2,3,4-tetrahydroquinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / methanol; water / 2 h / Reflux

2.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 12 h / 20 °C

3.1: triphenylphosphine; carbon tetrabromide / acetonitrile / 2 h / 20 °C

4.1: triethylamine / acetonitrile / 12 h / Inert atmosphere; Reflux

5.1: 5%-palladium/activated carbon; hydrogen / methanol; ethyl acetate / 8 h / 3102.97 Torr / Inert atmosphere

With carbon tetrabromide; 5%-palladium/activated carbon; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; sodium hydroxide; In methanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jm501119j