Technology Process of N-{3-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-8-methylquinolin-7-yl}-4-(tetrahydrofuran-3-ylmethoxy)benzamide
There total 10 articles about N-{3-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-8-methylquinolin-7-yl}-4-(tetrahydrofuran-3-ylmethoxy)benzamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-methylpiperidin-4-ol hydrochloride; N-(3-formyl-8-methylquinolin-7-yl)-4-(tetrahydrofuran-3-ylmethoxy)benzamide;
With
triethylamine;
In
1-methyl-pyrrolidin-2-one;
at 20 ℃;
for 1.5h;
With
acetic acid;
In
1-methyl-pyrrolidin-2-one;
at 20 ℃;
for 4.5h;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: tetrahydrofuran / 14 h / 20 °C / Cooling with ice
1.2: Cooling with ice
2.1: hydrogen / palladium 10% on activated carbon / methanol / 14 h / 20 °C
3.1: triethylamine / 1-methyl-pyrrolidin-2-one / 1.5 h / 20 °C
3.2: 4.5 h / 20 °C
With
hydrogen; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 2 h / 0 - 20 °C
2.1: sodium hydroxide; water / tetrahydrofuran; methanol / 2 h / 80 °C
2.2: 0 °C
3.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 3 h / 20 °C
4.1: triethylamine / ISOPROPYLAMIDE / 24 h / 20 °C / Cooling with ice
5.1: water; calcium chloride; iron / ethanol / 16 h / 90 °C
6.1: morpholine / butan-1-ol / 24 h / 90 °C
6.2: 4 h / 20 °C
7.1: triethylamine / 1-methyl-pyrrolidin-2-one / 1.5 h / 20 °C
7.2: 4.5 h / 20 °C
With
morpholine; oxalyl dichloride; water; iron; triethylamine; triphenylphosphine; calcium chloride; sodium hydroxide; diethylazodicarboxylate;
N,N-dimethyl-formamide;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; ISOPROPYLAMIDE; toluene; butan-1-ol;