N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

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Chemical Name:N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide
CAS No.:284663-40-7
Molecular Formula:C₂₃H₂₂N₂O₅S
Molecular Weight:438.504
Hs Code.:

Synonyms:N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

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Chemical Property of N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

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Technology Process of N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

There total 6 articles about N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide 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: 60.0%

: 536-74-3
phenylacetylene

: 284663-39-4
N,N-dimethyl 2-methoxycarbonyl-3-iodo-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

: 284663-40-7
N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; at 20 ℃; for 10h;
DOI:10.1021/jo9915224

Reference yield:

: 5720-07-0
4-methoxyphenylboronic acid

: 284663-40-7
N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / Pd(PPh₃)4; Na₂SO₄ / methanol; toluene / 2 h / 90 - 100 °C

2: 78 percent / CF₃CO₂Ag; I₂ / tetrahydrofuran / 2 h / -78 °C

3: 60 percent / PdCl₂(PPh₃)2; CuI; Et₂NH / 10 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; silver trifluoroacetate; sodium sulfate; diethylamine; In tetrahydrofuran; methanol; toluene; 1: Arylation / 2: Iodination / 3: Substitution;
DOI:10.1021/jo9915224

Reference yield:

: 278167-17-2
N-N-dimethyl 3,4-bis(trimethylsilyl)-1H-pyrrole-1-sulfonamide

: 284663-40-7
N,N-dimethyl 2-methoxycarbonyl-3-phenylethynyl-4-(p-methoxyphenyl)-1H-pyrrole-1-sulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 - -60 °C

1.2: 58 percent / hexane; tetrahydrofuran / -60 - 20 °C

2.1: 100 percent / CF₃CO₂Ag; I₂ / tetrahydrofuran / 2 h / -78 °C

3.1: 98 percent / Pd(PPh₃)4; Na₂SO₄ / methanol; toluene / 2 h / 90 - 100 °C

4.1: 78 percent / CF₃CO₂Ag; I₂ / tetrahydrofuran / 2 h / -78 °C

5.1: 60 percent / PdCl₂(PPh₃)2; CuI; Et₂NH / 10 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; iodine; silver trifluoroacetate; sodium sulfate; diethylamine; In tetrahydrofuran; methanol; hexane; toluene; 1.1: Metallation / 1.2: Carboxylation / 2.1: Iodination / 3.1: Arylation / 4.1: Iodination / 5.1: Substitution;
DOI:10.1021/jo9915224