(2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-one

Base Information

Chemical Name:(2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-one
CAS No.:204915-50-4
Molecular Formula:C₂₃H₂₁ClN₂O₂
Molecular Weight:392.885
Hs Code.:

Synonyms:(2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-one

There total 20 articles about (2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-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: 87.0%

: 483349-31-1
5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole

: 204915-50-4
(2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; camphor-10-sulfonic acid; sodium benzenesulfonate; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1021/jm040137q

Reference yield: 71.0%

: 204915-94-6
{1-chloromethyl-3-[3-(4-methoxy-phenyl)acryloyl]-2,3-dihydro-1H-benzo[e]indol-5-yl}-carbamic acid tert-butyl ester

: 204915-50-4
(2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-one

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 0.166667h;
DOI:10.1021/jm990136b

Reference yield:

: 193225-64-8
3-(tert-butyloxycarbonyl)-1-(chloromethyl)-5-nitro-1,2-dihydro-3H-benzindole

: 204915-50-4
(2E)-1-[5-amino-1-(chloromethyl)-1H,2H,3H-benzo[e]indol-3-yl]-3-(4-methoxyphenyl)prop-2-en-1-one

Guidance literature:: Multi-step reaction with 7 steps

1: HCl / dioxane / 2 h / 20 °C

2: 81 percent / pyridine / 0.17 h / 20 °C

3: 89 percent / H₂ / PtO₂ / benzene / 1 h / 50 °C

4: 74 percent / dioxane / 8 h / 70 °C

5: aq. Cs₂CO₃ / 1-methyl-pyrrolidin-2-one / 0.75 h / 20 °C

6: pyridine; DMAP / 0.75 h / 20 °C

7: 71 percent / HCl(g) / dioxane / 0.17 h / 20 °C

With pyridine; hydrogenchloride; dmap; hydrogen; caesium carbonate; platinum(IV) oxide; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; benzene; 1: acidolysis / 2: Acylation / 3: Reduction / 4: Acylation / 5: Hydrolysis / 6: Acylation / 7: acidolysis;
DOI:10.1021/jm990136b