3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol

Base Information

Chemical Name:3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol
CAS No.:1167416-14-9
Molecular Formula:C₂₁H₂₄ClN₃O₃
Molecular Weight:401.893
Hs Code.:

Synonyms:3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol

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Chemical Property of 3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol

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Technology Process of 3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol

There total 4 articles about 3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol 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: 19.0%

: 1167416-13-8
2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile

: 1167416-14-9
3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol

Guidance literature:: 2-(3-buten-1-yl)-3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)benzonitrile; With ozone; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

With dimethylsulfide borane complex; In tetrahydrofuran; at 20 - 40 ℃; for 21h;
DOI:10.1021/jm5010336

Reference yield:

: 3964-57-6
methyl 4-hydroxy-3-chlorobenzoate

: 1167416-14-9
3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 0.75 h / Inert atmosphere; Reflux

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

4.1: ozone / dichloromethane / -78 - 20 °C / Inert atmosphere

4.2: 21 h / 20 - 40 °C

With n-butyllithium; sodium hydride; potassium carbonate; ozone; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm5010336

Reference yield:

: 213598-06-2
methyl 3-chloro-4-isopropoxybenzoate

: 1167416-14-9
3-[2-(aminomethyl)-6-(5-{3-chloro-4-[(1-methylethyl)oxy] phenyl}-1,2,4-oxadiazol-3-yl)phenyl]-1-propanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

1.2: 0.75 h / Inert atmosphere; Reflux

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: ozone / dichloromethane / -78 - 20 °C / Inert atmosphere

3.2: 21 h / 20 - 40 °C

With n-butyllithium; sodium hydride; ozone; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; mineral oil;
DOI:10.1021/jm5010336