[3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester

Base Information

Chemical Name:[3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester
CAS No.:913171-42-3
Molecular Formula:C₁₅H₁₇Br₂NO₃
Molecular Weight:419.113
Hs Code.:

Synonyms:[3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester

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Chemical Property of [3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester

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Technology Process of [3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester

There total 3 articles about [3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester 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: 71.0%

: 865722-87-8
3-(2,6-dibromo-4-iodophenoxy)-N,N-dimethyl-propylamine

: 922-67-8
propynoic acid methyl ester

: 913171-42-3
[3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester

Guidance literature:: With triethylamine; zinc dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 8h;
DOI:10.1021/ol061599w

Reference yield:

: 540-38-5
p-Iodophenol

: 913171-42-3
[3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / N-bromo-tert-butylamine / 1,2-dichloro-benzene / 0.5 h / 0 °C

2: 72 percent / Cs₂CO₃; NaI / acetonitrile / 12 h / 65 °C

3: 71 percent / ZnBr₂; triethylamine / Pd(PPh₃)4 / tetrahydrofuran / 8 h / 20 °C

With N-bromo-2-methylpropan-2-amine; caesium carbonate; triethylamine; sodium iodide; zinc dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dichloro-benzene; acetonitrile; 3: Negishi cross-coupling;
DOI:10.1021/ol061599w

Reference yield:

: 187407-15-4
2,6-dibromo-4-iodophenol

: 913171-42-3
[3,5-dibromo-4-(3-dimethylamino-propoxy)-phenyl]-propynoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / Cs₂CO₃; NaI / acetonitrile / 12 h / 65 °C

2: 71 percent / ZnBr₂; triethylamine / Pd(PPh₃)4 / tetrahydrofuran / 8 h / 20 °C

With caesium carbonate; triethylamine; sodium iodide; zinc dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; acetonitrile; 2: Negishi cross-coupling;
DOI:10.1021/ol061599w