5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate

Base Information

Chemical Name:5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate
CAS No.:1165923-46-5
Molecular Formula:C₂HF₃O₂*C₂₁H₂₂ClN₃O₂
Molecular Weight:497.902
Hs Code.:

Synonyms:5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate

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Chemical Property of 5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate

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Technology Process of 5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate

There total 9 articles about 5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate 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: 94.0%

: 1165923-99-8
tert-butyl 6-(5-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 76-05-1
trifluoroacetic acid

: 1165923-46-5
5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate

Guidance literature:: In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ml2000214

Reference yield:

: C₁₈H₃₁NO₃Si

: 1165923-46-5
5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate

Guidance literature:: Multi-step reaction with 7 steps

1: palladium diacetate / acetonitrile / 35 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran; ethyl acetate / 0.5 h

3: pyridine / dichloromethane / -30 - 20 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

5: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 28.5 h / Reflux

6: pyridine / toluene / 2 h / Reflux

7: dichloromethane / 1 h / 0 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; palladium diacetate; sodium hydrogencarbonate; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ml2000214

Reference yield:

: 1165923-89-6
1,1-dimethylethyl 6-hydroxy-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 1165923-46-5
5-(3-chloro-4-isopropoxyphenyl)-3-(5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazole trifluoroacetate

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / dichloromethane / -30 - 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 28.5 h / Reflux

4: pyridine / toluene / 2 h / Reflux

5: dichloromethane / 1 h / 0 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ml2000214