tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

Chemical Name:tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
CAS No.:1286750-99-9
Molecular Formula:C₂₆H₂₈N₄O₄
Molecular Weight:460.533
Hs Code.:

Synonyms:tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Chemical Property of tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Technology Process of tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 10 articles about tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 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: 61.0%

: 1165923-94-3
1,1-dimethylethyl 6-[(hydroxyamino)(imino)methyl]-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 1286750-96-6
3-cyano-4-ethyloxybenzoyl chloride

: 1286750-99-9
tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: With pyridine; In toluene; at 20 - 110 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ml2000214

Reference yield:

: C₁₈H₃₁NO₃Si

: 1286750-99-9
tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 6 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 / 3 h / 20 - 110 °C / Inert atmosphere

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

: 1286750-99-9
tert-butyl 6-(5-(3-cyano-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 4 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 / 3 h / 20 - 110 °C / Inert atmosphere

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