methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate

Base Information

• Chemical Name: methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate
• CAS No.: 1373340-55-6
• Molecular Formula: C₁₉H₁₄BrNO₃
• Molecular Weight: 384.229
• Mol file: 1373340-55-6.mol

Synonyms:methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate

Chemical Property of methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate

There total 1 articles about methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate 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: 34.0%

3-methoxycarbonylindole (942-24-5) + 2-bromo-1-(3-hydroxyprop-1-yn-1-yl)benzene (116509-98-9) → methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate (1373340-55-6)

Guidance literature:

3-methoxycarbonylindole; With N,N'-dimethylpiperazine; N-chloro-succinimide; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

2-bromo-1-(3-hydroxyprop-1-yn-1-yl)benzene; With trichloroacetic acid; In dichloromethane; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1002/cjoc.201700486

Reference yield: 96.0%

methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate (1373340-55-6) → C19H14BrNO3

Guidance literature:

methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate; With [3aS-[2(3'aRS,8'aSR),3aα,8aα]]-2,2'-(2,6-pyridinediyl)bis-[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]; scandium tris(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 20 ℃; for 1h; Schlenk technique; Molecular sieve; Inert atmosphere;

enantioselective reaction; Inert atmosphere;

DOI:10.1002/cjoc.201700486

Reference yield: 93.0%

methyl 2-((3-(2-bromophenyl)prop-2-yn-1-yl)oxy)-1H-indole-3-carboxylate (1373340-55-6) → (S)-methyl 3-(1-(2-bromophenyl)propa-1,2-dien-1-yl)-2-oxoindoline-3-carboxylate (1373340-29-4)

Guidance literature:

With Pd[(S)-t-BuPHOX](SbF₆)2; In dichloromethane; at -78 - -15 ℃; for 8h; optical yield given as %ee; enantioselective reaction; Darkness; Inert atmosphere;

DOI:10.1002/anie.201107417

upstream raw materials:

3-methoxycarbonylindole

2-bromo-1-(3-hydroxyprop-1-yn-1-yl)benzene

Downstream raw materials:

(S)-methyl 3-(1-(2-bromophenyl)propa-1,2-dien-1-yl)-2-oxoindoline-3-carboxylate