5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Base Information

Chemical Name:5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile
CAS No.:1333996-67-0
Molecular Formula:C₂₇H₃₀N₄O₄
Molecular Weight:474.56
Hs Code.:

Synonyms:5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

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Chemical Property of 5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

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Technology Process of 5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

There total 8 articles about 5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile 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: 92.0%

: 1286751-25-4
2-isopropoxy-5-(3-(1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)benzonitrile trifluoroacetate

: 74181-34-3
2,2,-dimethyl-1,3-dioxan-5-one

: 1333996-67-0
5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Guidance literature:: With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 19h; Inert atmosphere;
DOI:10.1021/jm200609t

Reference yield:

: 226942-29-6
6-bromo-1,2,3,4-tetrahydroisoquinoline

: 1333996-67-0
5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 1 h / 130 °C / Microwave irradiation

2: triethylamine / dichloromethane / 1 h / 20 °C

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 4 h / 80 °C

4: pyridine / toluene / 2.33 h / 120 °C / Inert atmosphere

5: dichloromethane / 16 h / 0 - 20 °C

6: sodium tris(acetoxy)borohydride / dichloromethane / 19 h / 20 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm200609t

Reference yield:

: 258273-31-3
3-cyano-4-isopropoxybenzoic acid

: 1333996-67-0
5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 4 h / 20 °C

2: pyridine / toluene / 2.33 h / 120 °C / Inert atmosphere

3: dichloromethane / 16 h / 0 - 20 °C

4: sodium tris(acetoxy)borohydride / dichloromethane / 19 h / 20 °C / Inert atmosphere

With pyridine; oxalyl dichloride; sodium tris(acetoxy)borohydride; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm200609t