trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene

Base Information

Chemical Name:trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene
CAS No.:1342802-99-6
Molecular Formula:C₂₂H₂₄ClN₅
Molecular Weight:393.919
Hs Code.:

Synonyms:trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene

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Chemical Property of trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene

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Technology Process of trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene

There total 16 articles about trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene 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: 46.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: trans-8-chloro-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene dihydrochloride

: 1342802-99-6
trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene

Guidance literature:: formaldehyd; trans-8-chloro-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene dihydrochloride; With triethylamine; In methanol; Reflux;

With sodium cyanoborohydride; In methanol; at 20 ℃;

With water; sodium hydroxide; In methanol;

Reference yield: 46.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1342802-95-2
trans-8-chloro-1-(4-pyridin-2-yl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester

: 1342802-99-6
trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene

Guidance literature:: trans-8-chloro-1-(4-pyridin-2-yl-cyclohexyl)-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester; With hydrogenchloride; In methanol; at 50 ℃; for 1h;

formaldehyd; With triethylamine; In methanol; Reflux;

With methanol; sodium cyanoborohydride; at 0 - 20 ℃;
DOI:10.1021/acs.jmedchem.9b01478

Reference yield:

: 50608-35-0
(5-chloro-2-nitrobenzylamino)acetic acid ethyl ester

: 1342802-99-6
trans-8-chloro-5-methyl-1-(4-pyridin-2-yl-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraazabenzo[e]azulene

Guidance literature:: Multi-step reaction with 7 steps

1.1: dmap / dichloromethane / 18 h / 0 - 20 °C

2.1: hydrogen; zinc dibromide / palladium 10% on activated carbon / ethyl acetate / 48 h / 760.05 Torr

3.1: potassium tert-butylate / tetrahydrofuran / 3 h / 5 - 20 °C

4.1: Lawessons reagent / tetrahydrofuran / 3 h / Reflux

5.1: butan-1-ol / Reflux

6.1: hydrogenchloride / 50 °C

7.1: triethylamine / methanol / Reflux

7.2: 20 °C

With Lawessons reagent; hydrogenchloride; potassium tert-butylate; hydrogen; triethylamine; zinc dibromide; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; butan-1-ol;