1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one

Base Information

Chemical Name:1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one
CAS No.:125031-24-5
Molecular Formula:C₂₉H₁₉ClF₃N₅O
Molecular Weight:545.951
Hs Code.:

Synonyms:1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one

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Chemical Property of 1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one

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Technology Process of 1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one

There total 7 articles about 1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one 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: 43.0%

: 37994-16-4
1-(prop-2-yn-1-yl)-3,4-dihydroquinolin-2(1H)-one

: 125031-23-4
6-(4-Chloro-phenyl)-8-iodo-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulene

: 125031-24-5
1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one

Guidance literature:: With copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; for 72h; Ambient temperature;
DOI:10.1021/jm00107a048

Reference yield:

: 553-03-7
3,4-dihydro-2(1H)-quinolone

: 125031-24-5
1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) t-BuOK / 1.) DMF, 10 min, 2.) RT, 30 min

2: 43 percent / PPh₃, CuI, Et₃N, palladium acetate / dimethylformamide / 72 h / Ambient temperature

With copper(l) iodide; potassium tert-butylate; palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide;
DOI:10.1021/jm00107a048

Reference yield:

: 2894-51-1
2-amino-4'-chlorobenzophenone

: 125031-24-5
1-{3-[6-(4-Chloro-phenyl)-1-trifluoromethyl-4H-2,3,5,10b-tetraaza-benzo[e]azulen-8-yl]-prop-2-ynyl}-3,4-dihydro-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 63 percent / iodine monochloride / CH₂Cl₂ / 5 h / -60 °C

2: 10percent aq. Na₂CO₃ / CH₂Cl₂ / 0.5 h / 0 °C

3: liquid ammonia / CH₂Cl₂ / 16 h / Heating

4: HOAc / ethanol / 0.5 h / Heating

5: 52 percent / P₂S₅, NaHCO₃ / bis-(2-methoxy-ethyl) ether / 3 h / 80 - 85 °C

6: 85 percent / hydrazine / propan-2-ol; tetrahydrofuran / 0.25 h / Ambient temperature

7: 55 percent / TFA / CH₂Cl₂; toluene / Heating

8: 43 percent / PPh₃, CuI, Et₃N, palladium acetate / dimethylformamide / 72 h / Ambient temperature

With copper(l) iodide; tetraphosphorus decasulfide; ammonia; palladium diacetate; Iodine monochloride; sodium hydrogencarbonate; sodium carbonate; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; hydrazine; In tetrahydrofuran; ethanol; dichloromethane; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1021/jm00107a048