Technology Process of [3-({3-[5-(4-cyclopropylphenyl)-1,2,4-oxadiazol-3-yl]-5-methyl-1H-pyrazol-1-yl}methyl)phenyl]-(4-methylpiperazin-1-yl)methanone
There total 9 articles about [3-({3-[5-(4-cyclopropylphenyl)-1,2,4-oxadiazol-3-yl]-5-methyl-1H-pyrazol-1-yl}methyl)phenyl]-(4-methylpiperazin-1-yl)methanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-cyclopropylbenzoic acid;
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 0 - 40 ℃;
for 0.333333h;
N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide;
With
triethylamine;
In
dichloromethane;
at 20 ℃;
for 3h;
In
dimethyl sulfoxide;
at 140 ℃;
for 1h;
Microwave irradiation;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / tetrahydrofuran / 16 h / 0 - 20 °C
2.1: trifluoroacetic acid / dichloromethane / 6 h / 20 °C
3.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / Inert atmosphere
3.2: 16 h / 20 °C
4.1: sodium hydroxide / ethanol / 2 h / 70 °C
4.2: pH Ca.4
5.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C
5.2: 1 h / 0 - 20 °C
6.1: trifluoroacetic anhydride / methanol / 1 h / 20 °C
7.1: hydroxylamine hydrochloride; triethylamine / ethanol / 5 h / Reflux
8.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 0.33 h / 0 - 40 °C
8.2: 3 h / 20 °C
8.3: 1 h / 140 °C / Microwave irradiation
With
oxalyl dichloride; hydroxylamine hydrochloride; potassium tert-butylate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; trifluoroacetic anhydride; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / tetrahydrofuran / 16 h / 0 - 20 °C
2.1: trifluoroacetic acid / dichloromethane / 6 h / 20 °C
3.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / Inert atmosphere
3.2: 16 h / 20 °C
4.1: sodium hydroxide / ethanol / 2 h / 70 °C
4.2: pH Ca.4
5.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C
5.2: 1 h / 0 - 20 °C
6.1: trifluoroacetic anhydride / methanol / 1 h / 20 °C
7.1: hydroxylamine hydrochloride; triethylamine / ethanol / 5 h / Reflux
8.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 0.33 h / 0 - 40 °C
8.2: 3 h / 20 °C
8.3: 1 h / 140 °C / Microwave irradiation
With
oxalyl dichloride; hydroxylamine hydrochloride; potassium tert-butylate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; trifluoroacetic anhydride; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane;
