7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

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Chemical Name:7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one
CAS No.:1426329-96-5
Molecular Formula:C₂₇H₂₀INO₅
Molecular Weight:565.364
Hs Code.:

Synonyms:7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

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Chemical Property of 7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

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Technology Process of 7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

There total 10 articles about 7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one 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: 49.0%

: 1426329-95-4
7-(4-hydroxyphenyl)-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

: 1426329-96-5
7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

Guidance literature:: With Iodine monochloride; In methanol; dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 2.5h; regioselective reaction;
DOI:10.1016/j.tet.2013.01.077

Reference yield:

: 153624-46-5
4-(isopropoxy)phenylboronic acid

: 1426329-96-5
7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 14 h / Reflux; Inert atmosphere

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

2.2: 1 h / -78 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 15 h / 85 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Reflux

5.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 70 °C

6.1: palladium on carbon; hydrogen / ethyl acetate / 7 h / 20 °C

7.1: sodium acetate / acetic anhydride / 1.5 h / 100 °C

8.1: boron trichloride / dichloromethane; n-heptane / 2 h / -78 - 0 °C

9.1: Iodine monochloride / dichloromethane; N,N-dimethyl-formamide; methanol / 2.5 h / 0 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; palladium on carbon; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; Iodine monochloride; boron trichloride; sodium carbonate; potassium carbonate; diisopropylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; n-heptane; dichloromethane; water; acetic anhydride; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2013.01.077

Reference yield:

: 1426329-88-5
N-benzenesulfonyl-3-bromo-4-(4-isopropoxyphenyl)pyrrole

: 1426329-96-5
7-(4-hydroxyphenyl)-6-iodo-3,8-bis(4-methoxyphenyl)-1H-pyrrolo[2,1-c][1,4]oxazin-1-one

Guidance literature:: Multi-step reaction with 8 steps

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

1.2: 1 h / -78 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 15 h / 85 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Reflux

4.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 70 °C

5.1: palladium on carbon; hydrogen / ethyl acetate / 7 h / 20 °C

6.1: sodium acetate / acetic anhydride / 1.5 h / 100 °C

7.1: boron trichloride / dichloromethane; n-heptane / 2 h / -78 - 0 °C

8.1: Iodine monochloride / dichloromethane; N,N-dimethyl-formamide; methanol / 2.5 h / 0 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; palladium on carbon; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; Iodine monochloride; boron trichloride; sodium carbonate; potassium carbonate; diisopropylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; n-heptane; dichloromethane; water; acetic anhydride; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2013.01.077