Technology Process of 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-7-methoxy-1-oxo-1,2,3,4-tetrahydroisoquinoline-8-carbonitrile
There total 11 articles about 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-7-methoxy-1-oxo-1,2,3,4-tetrahydroisoquinoline-8-carbonitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: silver(l) oxide / toluene / 20 h / 110 °C
2.1: diisobutylaluminium hydride / toluene; dichloromethane / 3 h / 0 - 20 °C
3.1: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C
4.1: thionyl chloride / dichloromethane / 0.5 h / -40 °C / Inert atmosphere
5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
5.2: 14 h / 20 °C / Inert atmosphere
6.1: 1-methyl-pyrrolidin-2-one / 3 h / 190 °C
With
methanol; sodium tetrahydroborate; thionyl chloride; sodium hydride; diisobutylaluminium hydride; silver(l) oxide;
In
1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: diisobutylaluminium hydride / toluene; dichloromethane / 3 h / 0 - 20 °C
2.1: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C
3.1: thionyl chloride / dichloromethane / 0.5 h / -40 °C / Inert atmosphere
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
4.2: 14 h / 20 °C / Inert atmosphere
5.1: 1-methyl-pyrrolidin-2-one / 3 h / 190 °C
With
methanol; sodium tetrahydroborate; thionyl chloride; sodium hydride; diisobutylaluminium hydride;
In
1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; hydroxylamine hydrochloride / methanol / 24 h / 20 °C
2.1: triethylamine; dmap / dichloromethane / 14 h / 0 - 20 °C
3.1: methanesulfonyl chloride; boron trifluoride; titanium tetrachloride / methanol; dichloromethane / 14 h / 0 - 20 °C
4.1: sulfuric acid; N-iodo-succinimide / 14 h / 0 - 20 °C
5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
5.2: 14 h / 20 °C / Inert atmosphere
6.1: 1-methyl-pyrrolidin-2-one / 3 h / 190 °C
With
dmap; N-iodo-succinimide; sulfuric acid; boron trifluoride; hydroxylamine hydrochloride; titanium tetrachloride; sodium hydride; methanesulfonyl chloride; triethylamine;
In
1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;