2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile

Base Information

Chemical Name:2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile
CAS No.:1165923-50-1
Molecular Formula:C₂₂H₂₂N₄O₂
Molecular Weight:374.442
Hs Code.:

Synonyms:2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile

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Chemical Property of 2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile

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Technology Process of 2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile

There total 9 articles about 2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile 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:

: 1165924-06-0
1,1-dimethylethyl 6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 1165923-50-1
2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile

Guidance literature:: With hydrogenchloride; water; In ethanol; at 70 ℃; for 10h; Large scale;
DOI:10.1021/op400162p

Reference yield:

: tert-butyl (Z)-6-(N′-hydroxycarbamimidoyl)-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 1165923-50-1
2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / toluene / 40 - 100 °C / Large scale

2: water; hydrogenchloride / ethanol / 10 h / 70 °C / Large scale

With pyridine; hydrogenchloride; water; In ethanol; toluene;
DOI:10.1021/op400162p

Reference yield:

: C₂₁H₃₅NO₃Si

: 1165923-50-1
2-[(1-methylethyl)oxy]-5-[3-(5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl)-1,2,4-oxadiazol-5-yl]benzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: tetrabutyl ammonium fluoride / toluene; 2-methyltetrahydrofuran; tetrahydrofuran; water / 1 h / Large scale

2: pyridine / 1.5 h / 0 - 15 °C / Large scale

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 5 h / 120 °C / Large scale

4: hydroxylamine / ethanol / 22 h / 80 °C / Large scale

5: pyridine / toluene / 40 - 100 °C / Large scale

6: water; hydrogenchloride / ethanol / 10 h / 70 °C / Large scale

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; water; hydroxylamine; In tetrahydrofuran; 2-methyltetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/op400162p