Technology Process of Methyl-{5-methyl-2-[(E)-methylimino]-1,2-dihydro-benzo[cd]indol-6-yl}-[4-(morpholine-4-sulfonyl)-benzyl]-amine
There total 11 articles about Methyl-{5-methyl-2-[(E)-methylimino]-1,2-dihydro-benzo[cd]indol-6-yl}-[4-(morpholine-4-sulfonyl)-benzyl]-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 11 steps
1: TEA / acetone / 0.5 h / -5 °C
2: NaN3 / acetone; H2O / 0.5 h / -5 °C
3: chlorobenzene / 132 °C
4: BCl3 / nitrobenzene / 28 h / 110 - 115 °C
5: 57.2 percent / 70percent HNO3 / acetic acid / 2 h / 50 °C
6: Raney nickel, hydrazine / tetrahydrofuran / 1.5 h / Heating
7: 96 percent / DIEA / dimethylformamide / 3.5 h / 62 °C
8: 79 percent / DIEA / dimethylformamide / 6 h / 67 °C
9: Lawesson's reagent / toluene
10: NaOH / tetrahydrofuran; ethanol
11: methanol
With
Lawessons reagent; sodium hydroxide; sodium azide; TEA; nitric acid; boron trichloride; nickel; N-ethyl-N,N-diisopropylamine; hydrazine;
In
tetrahydrofuran; methanol; ethanol; water; acetic acid; nitrobenzene; N,N-dimethyl-formamide; chlorobenzene; acetone; toluene;
DOI:10.1021/jm00082a006
- Guidance literature:
-
Multi-step reaction with 8 steps
1: BCl3 / nitrobenzene / 28 h / 110 - 115 °C
2: 57.2 percent / 70percent HNO3 / acetic acid / 2 h / 50 °C
3: Raney nickel, hydrazine / tetrahydrofuran / 1.5 h / Heating
4: 96 percent / DIEA / dimethylformamide / 3.5 h / 62 °C
5: 79 percent / DIEA / dimethylformamide / 6 h / 67 °C
6: Lawesson's reagent / toluene
7: NaOH / tetrahydrofuran; ethanol
8: methanol
With
Lawessons reagent; sodium hydroxide; nitric acid; boron trichloride; nickel; N-ethyl-N,N-diisopropylamine; hydrazine;
In
tetrahydrofuran; methanol; ethanol; acetic acid; nitrobenzene; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00082a006
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 57.2 percent / 70percent HNO3 / acetic acid / 2 h / 50 °C
2: Raney nickel, hydrazine / tetrahydrofuran / 1.5 h / Heating
3: 96 percent / DIEA / dimethylformamide / 3.5 h / 62 °C
4: 79 percent / DIEA / dimethylformamide / 6 h / 67 °C
5: Lawesson's reagent / toluene
6: NaOH / tetrahydrofuran; ethanol
7: methanol
With
Lawessons reagent; sodium hydroxide; nitric acid; nickel; N-ethyl-N,N-diisopropylamine; hydrazine;
In
tetrahydrofuran; methanol; ethanol; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00082a006