Technology Process of 1-benzyl-6-[2-(N,N-dimethylamino)ethyloxy]-1H-benzimidazole
There total 8 articles about 1-benzyl-6-[2-(N,N-dimethylamino)ethyloxy]-1H-benzimidazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-benzyl-6-hydroxy-1H-benzimidazole hydrochloride;
With
sodium hydride;
In
N,N-dimethyl-formamide;
for 1h;
ice cooling;
(2-chloroethyl)dimethylamine hydrochloride;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 6h;
DOI:10.1016/S0040-4020(97)00795-3
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 89 percent / DCC; DMAP / CH2Cl2 / 15 h / Heating
2.1: 97 percent / 1 h / 60 °C
3.1: hydrogen / Pd/C / dimethylformamide / 16 h / 60 °C / 3102.89 Torr
4.1: CH2Cl2; acetic acid / 0.08 h
5.1: BH3*SMe2 / CH2Cl2; acetic acid / 0.5 h / 20 °C
6.1: aq. NH4OH / CH2Cl2; acetic acid / pH 7
7.1: 94 percent / aq. HCl / tetrahydrofuran / 72 h / Heating
8.1: NaH / dimethylformamide / 1 h / ice cooling
8.2: 78 percent / dimethylformamide / 6 h / 20 °C
With
hydrogenchloride; dmap; ammonium hydroxide; dimethylsulfide borane complex; hydrogen; sodium hydride; dicyclohexyl-carbodiimide;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide;
1.1: Esterification / 2.1: Formylation / 3.1: Hydrogenation / 4.1: Condensation / 5.1: Reduction / 6.1: Cyclization / 7.1: Hydrolysis / 8.1: Metallation / 8.2: Etherification;
DOI:10.1016/S0040-4020(97)00795-3
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 97 percent / 1 h / 60 °C
2.1: hydrogen / Pd/C / dimethylformamide / 16 h / 60 °C / 3102.89 Torr
3.1: CH2Cl2; acetic acid / 0.08 h
4.1: BH3*SMe2 / CH2Cl2; acetic acid / 0.5 h / 20 °C
5.1: aq. NH4OH / CH2Cl2; acetic acid / pH 7
6.1: 94 percent / aq. HCl / tetrahydrofuran / 72 h / Heating
7.1: NaH / dimethylformamide / 1 h / ice cooling
7.2: 78 percent / dimethylformamide / 6 h / 20 °C
With
hydrogenchloride; ammonium hydroxide; dimethylsulfide borane complex; hydrogen; sodium hydride;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide;
1.1: Formylation / 2.1: Hydrogenation / 3.1: Condensation / 4.1: Reduction / 5.1: Cyclization / 6.1: Hydrolysis / 7.1: Metallation / 7.2: Etherification;
DOI:10.1016/S0040-4020(97)00795-3
