Technology Process of N-(4-fluoro-3-methoxybenzyl)-4-(2-(((trans)-4-(hydroxymethyl)cyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide
There total 7 articles about N-(4-fluoro-3-methoxybenzyl)-4-(2-(((trans)-4-(hydroxymethyl)cyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-(2-(((trans)-4-(hydroxymethyl)cyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinic acid;
With
benzotriazol-1-ol;
In
N,N-dimethyl-formamide;
for 0.25h;
(4-fluoro-3-methoxyphenyl)methanamine;
With
4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
for 18h;
DOI:10.1021/acs.jmedchem.5b01434
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 15 h / 20 °C
2.1: dichloromethane / 15 h / 20 °C
3.1: trichlorophosphate / toluene / 15 h / 110 °C
4.1: triethylamine hydrochloride; sodium azide / toluene / 4 h / Reflux
5.1: triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / 24 h / 100 °C / 6205.94 - 9826.07 Torr
6.1: di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 18 h / 0 - 20 °C
7.1: lithium hydroxide; water / tetrahydrofuran / 3 h / 20 °C
8.1: benzotriazol-1-ol / N,N-dimethyl-formamide / 0.25 h
8.2: 18 h
With
1,1'-bis-(diphenylphosphino)ferrocene; sodium azide; oxalyl dichloride; di-tert-butyl-diazodicarboxylate; water; palladium diacetate; triethylamine hydrochloride; benzotriazol-1-ol; triethylamine; lithium hydroxide; trichlorophosphate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.5b01434
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: dichloromethane / 15 h / 20 °C
2.1: trichlorophosphate / toluene / 15 h / 110 °C
3.1: triethylamine hydrochloride; sodium azide / toluene / 4 h / Reflux
4.1: triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / 24 h / 100 °C / 6205.94 - 9826.07 Torr
5.1: di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 18 h / 0 - 20 °C
6.1: lithium hydroxide; water / tetrahydrofuran / 3 h / 20 °C
7.1: benzotriazol-1-ol / N,N-dimethyl-formamide / 0.25 h
7.2: 18 h
With
1,1'-bis-(diphenylphosphino)ferrocene; sodium azide; di-tert-butyl-diazodicarboxylate; water; palladium diacetate; triethylamine hydrochloride; benzotriazol-1-ol; triethylamine; lithium hydroxide; trichlorophosphate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.5b01434
