4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide

Base Information

Chemical Name:4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide
CAS No.:1208330-93-1
Molecular Formula:C₂₀H₁₉ClN₂O₃
Molecular Weight:370.835
Hs Code.:

Synonyms:4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide

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Chemical Property of 4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide

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Technology Process of 4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide

There total 10 articles about 4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide 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: 40.2%

: 1208330-91-9
ethyl 2-(4-carbamoyl-2-methylphenyl)-1-(4-chloro-2-methoxyphenyl)-1H-pyrrole-3-carboxylate

: 1208330-93-1
4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 2h;
DOI:10.1016/j.bmcl.2011.04.086

Reference yield:

: 1161274-19-6
4-cyano-2-methylbenzoyl chloride

: 1208330-93-1
4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere; Reflux

3.1: ozone / dichloromethane / 1 h / -78 °C

4.1: pyridinium p-toluenesulfonate / ethanol / 6 h / 50 °C

5.1: water; dihydrogen peroxide; sodium hydroxide / dimethyl sulfoxide / 4 h / 20 °C

6.1: diisobutylaluminium hydride / toluene / 2 h / -78 °C

With n-butyllithium; water; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; ozone; diisopropylamine; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; dimethyl sulfoxide; toluene; mineral oil;
DOI:10.1016/j.bmcl.2011.04.086

Reference yield:

: 1208331-46-7
ethyl 3-(4-cyano-2-methylphenyl)-3-oxopropanoate

: 1208330-93-1
4-(1-(4-chloro-2-methoxyphenyl)-3-(hydroxymethyl)-1H-pyrrol-2-yl)-3-methylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: Inert atmosphere; Reflux

2.1: ozone / dichloromethane / 1 h / -78 °C

3.1: pyridinium p-toluenesulfonate / ethanol / 6 h / 50 °C

4.1: water; dihydrogen peroxide; sodium hydroxide / dimethyl sulfoxide / 4 h / 20 °C

5.1: diisobutylaluminium hydride / toluene / 2 h / -78 °C

With water; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; ozone; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; toluene; mineral oil;
DOI:10.1016/j.bmcl.2011.04.086