2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine

Base Information

• Chemical Name: 2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine
• CAS No.: 98651-81-1
• Molecular Formula: C₁₉H₂₁F₂N₃
• Molecular Weight: 329.393

Synonyms:2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine

Chemical Property of 2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine

Chemical Property:

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Technology Process of 2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine

There total 2 articles about 2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine 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:

[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-acetonitrile (98634-61-8) → 2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine (98651-81-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 1.5h;

DOI:10.1021/jm00151a002

Reference yield:

(+/-)-4a,9b-trans-8-fluoro-5-(4-fluorophenyl)-2,3,4,4a,5,9a-hexahydro-1H-pyrido<4,3-b>indole (69623-07-0) → 2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine (98651-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / Na₂CO₃, KI / various solvent(s) / 1.) from 80 deg C to 90 deg C, 18 h, 2.) from 120 deg C to 130 deg C, 72 h

2: LiAlH₄ / diethyl ether / 1.5 h

With lithium aluminium tetrahydride; sodium carbonate; potassium iodide; In diethyl ether;

DOI:10.1021/jm00151a002

Reference yield: 60.0%

Tropic acid (529-64-6,28845-94-5) + 2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethylamine (98651-81-1) → 4a,9b-trans-8-fluoro-5-(4-fluorophenyl)-2-<2-(3-hydroxy-2-phenylpropionamido)ethyl>-1,2,3,4,4a,9b-trans-hexahydro-γ-carboline (98651-77-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; 1.) 0 deg C, 1 h, 2.) RT, overnight;

DOI:10.1021/jm00151a002

upstream raw materials:

[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-acetonitrile

(+/-)-4a,9b-trans-8-fluoro-5-(4-fluorophenyl)-2,3,4,4a,5,9a-hexahydro-1H-pyrido<4,3-b>indole

Downstream raw materials:

4a,9b-trans-8-fluoro-5-(4-fluorophenyl)-2-<2-(3-hydroxy-2-phenylpropionamido)ethyl>-1,2,3,4,4a,9b-trans-hexahydro-γ-carboline

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