2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride

Base Information

Chemical Name:2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride
CAS No.:855299-69-3
Molecular Formula:C₂₉H₂₆ClN₃O₂
Molecular Weight:483.997
Hs Code.:

Synonyms:2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride

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Chemical Property of 2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride

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Technology Process of 2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride

There total 8 articles about 2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride 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: 66.0%

: 855299-74-0
2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl methanesulfonate

: 855299-69-3
2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride

Guidance literature:: With lithium chloride; In N,N-dimethyl-formamide; at 20 ℃; for 72h;
DOI:10.1021/jm050179u

Reference yield:

: 855299-62-6
2-[4-(N-benzylamino)-2-nitronaphthalen-1-yl]ethanol

: 855299-69-3
2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride

Guidance literature:: Multi-step reaction with 6 steps

1: 55 percent / pyridine / 20 °C

2: H₂ / PtO₂ / tetrahydrofuran / 2 h / 20 °C / 2844.31 Torr

3: 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / pyridine / 96 h / 20 - 60 °C

4: K₂CO₃ / methanol; tetrahydrofuran / 20 °C

5: 0.28 g / Et₃N / tetrahydrofuran / 1 h / cooling

6: 66 percent / LiCl / dimethylformamide / 72 h / 20 °C

With pyridine; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; platinum(IV) oxide; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm050179u

Reference yield:

: ethyl [4-(N-benzylamino)-2-nitronaphthalen-1-yl]acetate

: 855299-69-3
2-[4-(N-benzylamino)-2-(5-methoxyindole-2-carboxamido)naphthalen-1-yl]ethyl chloride

Guidance literature:: Multi-step reaction with 8 steps

1: 89 percent / aq. NaOH / ethanol / 2 h / Heating

2: 55 percent / BH₃ / tetrahydrofuran

3: 55 percent / pyridine / 20 °C

4: H₂ / PtO₂ / tetrahydrofuran / 2 h / 20 °C / 2844.31 Torr

5: 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / pyridine / 96 h / 20 - 60 °C

6: K₂CO₃ / methanol; tetrahydrofuran / 20 °C

7: 0.28 g / Et₃N / tetrahydrofuran / 1 h / cooling

8: 66 percent / LiCl / dimethylformamide / 72 h / 20 °C

With pyridine; sodium hydroxide; borane; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; platinum(IV) oxide; In tetrahydrofuran; pyridine; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm050179u