2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

Base Information

Chemical Name:2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
CAS No.:1028254-47-8
Molecular Formula:C₂₂H₁₉N₅O
Molecular Weight:369.426
Hs Code.:

Synonyms:2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

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Chemical Property of 2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

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Technology Process of 2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

There total 10 articles about 2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-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:

: 189393-26-8
5,11-dihydro-11-ethyl-8-ethynyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

: 1028254-47-8
2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; triethylamine; In N,N-dimethyl-formamide; at 105 ℃; for 3h;
DOI:10.1021/jm9707028

Reference yield:

: 5470-18-8,34515-82-7
2-Chloro-3-nitropyridine

: 1028254-47-8
2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

Guidance literature:: Multi-step reaction with 10 steps

1: xylene / 3 h / 105 °C

2: 28 g / SnCl₂*2H₂O, conc. HCl, AcOH / Ambient temperature

3: 2.30 g / (i-Pr)2NEt / tetrahydrofuran / Ambient temperature

4: 0.93 g / xylene / 4 h / Heating

5: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, RT, overnight

6: SnCl₂*2H₂O, conc. HCl, AcOH / Ambient temperature

7: 1.) NaNO₂, H₂SO₄, 2.) NaI / 1.) water, 0 deg C, 20 min, 2.) water, from 0 deg C to RT

8: (Ph₃P)2PdCl₂, Et₃N, CuI, BHT / tetrahydrofuran / 2 h / 80 °C

9: Bu₄NF / tetrahydrofuran / 0.5 h

10: (Ph₃P)4Pd, Et₃N, BHT / dimethylformamide / 3 h / 105 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; tin(ll) chloride; sodium nitrite; In tetrahydrofuran; N,N-dimethyl-formamide; xylene;
DOI:10.1021/jm9707028

Reference yield:

: 32282-06-7
3-amino-2-(ethylamino)pyridine

: 1028254-47-8
2-(2-Amino-phenylethynyl)-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one

Guidance literature:: Multi-step reaction with 8 steps

1: 2.30 g / (i-Pr)2NEt / tetrahydrofuran / Ambient temperature

2: 0.93 g / xylene / 4 h / Heating

3: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, RT, overnight

4: SnCl₂*2H₂O, conc. HCl, AcOH / Ambient temperature

5: 1.) NaNO₂, H₂SO₄, 2.) NaI / 1.) water, 0 deg C, 20 min, 2.) water, from 0 deg C to RT

6: (Ph₃P)2PdCl₂, Et₃N, CuI, BHT / tetrahydrofuran / 2 h / 80 °C

7: Bu₄NF / tetrahydrofuran / 0.5 h

8: (Ph₃P)4Pd, Et₃N, BHT / dimethylformamide / 3 h / 105 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; tin(ll) chloride; sodium nitrite; In tetrahydrofuran; N,N-dimethyl-formamide; xylene;
DOI:10.1021/jm9707028