(E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide

Base Information

Chemical Name:(E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide
CAS No.:1363479-85-9
Molecular Formula:C₂₄H₂₁N₃O₆
Molecular Weight:447.447
Hs Code.:

Synonyms:(E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide

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Chemical Property of (E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide

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Technology Process of (E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide

There total 17 articles about (E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide 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: 86.0%

: 943-89-5
(E)-3-(4-methoxyphenyl)acrylic acid

: 1363479-80-4
1-(hydroxymethyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide

: 1363479-85-9
(E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide

Guidance literature:: With toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl acetamide; at 20 ℃; for 1h;
DOI:10.1021/jm201717y

Reference yield:

: C₁₄H₁₁IN₂

: 1363479-85-9
(E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 2 h / 0 °C

2: acetic acid / 48 h / Reflux

3: sulfuric acid; potassium nitrate / 0.45 h / -10 °C

4: dihydrogen peroxide; potassium carbonate / water; dimethyl sulfoxide / 20 °C

5: toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl acetamide / 1 h / 20 °C

With pyridine; sulfuric acid; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; In N,N-dimethyl acetamide; water; acetic acid; dimethyl sulfoxide;
DOI:10.1021/jm201717y

Reference yield:

: 1363479-64-4
tert-butyl 7-cyano-1-(hydroxymethyl)-1H-benzo[e]indole-3(2H)-carboxylate

: 1363479-85-9
(E)-1-(hydroxymethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: dmap; triethylamine / tetrahydrofuran / 2 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 0 - 20 °C

3: pyridine / 4 h / 0 °C

4: sulfuric acid; potassium nitrate / 0.45 h / -10 °C

5: dihydrogen peroxide; potassium carbonate / water; dimethyl sulfoxide / 20 °C

6: toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl acetamide / 1 h / 20 °C

With pyridine; dmap; sulfuric acid; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide;
DOI:10.1021/jm201717y