(S)-(-)-2-Amino-3-bromo-N-[(1-ethyl-2-pyrrolidin- yl)methyl]-5,6-dimethoxybenzamide

Base Information

Chemical Name:(S)-(-)-2-Amino-3-bromo-N-[(1-ethyl-2-pyrrolidin- yl)methyl]-5,6-dimethoxybenzamide
CAS No.:101460-34-8
Molecular Formula:C₁₆H₂₄BrN₃O₃
Molecular Weight:386.289
Hs Code.:

Synonyms:(S)-2-amino-3-bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-5,6-dimethoxybenzamide

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Chemical Property of (S)-(-)-2-Amino-3-bromo-N-[(1-ethyl-2-pyrrolidin- yl)methyl]-5,6-dimethoxybenzamide

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Technology Process of (S)-(-)-2-Amino-3-bromo-N-[(1-ethyl-2-pyrrolidin- yl)methyl]-5,6-dimethoxybenzamide

There total 9 articles about (S)-(-)-2-Amino-3-bromo-N-[(1-ethyl-2-pyrrolidin- yl)methyl]-5,6-dimethoxybenzamide 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: 52.0%

: 122744-79-0
(S)-6-amino-2,3-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>benzamide

: 101460-34-8
(S)-2-amino-3-bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-5,6-dimethoxybenzamide

Guidance literature:: With bromine; In 1,4-dioxane; acetic acid; for 1h; Ambient temperature;
DOI:10.1021/jo00280a020

Reference yield:

: 101460-35-9
3-bromo-5,6-dimethoxyanthranilic acid

: 22795-99-9
(S)-2-(Aminomethyl)-1-ethylpyrrolidine

: 541-41-3
chloroformic acid ethyl ester

: 101460-34-8
(S)-2-amino-3-bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-5,6-dimethoxybenzamide

Guidance literature:: With triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

: 102421-43-2
N-((1,1-dimethylethyl)oxycarbonyl)-3,4-dimethoxyaniline

: 101460-34-8
(S)-2-amino-3-bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-5,6-dimethoxybenzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-butyllithium / 1.) hexane, THF, -10 to -20 deg C, 2 h, 2.) THF

2: 1.) thionyl chloride, DMF / 1.) toluene, 60 deg C, 1.5 h, 2.) CH₂Cl₂

3: 52 percent / bromine / acetic acid; dioxane / 1 h / Ambient temperature

With n-butyllithium; thionyl chloride; bromine; N,N-dimethyl-formamide; In 1,4-dioxane; acetic acid;
DOI:10.1021/jo00280a020