Technology Process of (rac)-2-Amino-7-[4-cyano-2-(methylsulfonyl)phenyl]-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile
There total 10 articles about (rac)-2-Amino-7-[4-cyano-2-(methylsulfonyl)phenyl]-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(rac)-7-[4-cyano-2-(methylsulfonyl)phenyl]-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo-[1,5-a]pyrimidine-6-carbonitrile;
With
hydrazine hydrate;
In
ethanol;
at 85 ℃;
for 1h;
With
hydrogenchloride;
In
water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: N,N-dimethyl-formamide / 20 °C / Heating
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 10 - 20 °C
3.1: N,N-dimethyl-formamide / 7 h / 140 °C / Inert atmosphere
4.1: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C
5.1: piperidine; acetic acid / dichloromethane / 18 h / Reflux
6.1: pyridine; rac-Pro-OH / N,N-dimethyl-formamide / 192 h / Inert atmosphere; Molecular sieve
7.1: toluene-4-sulfonic acid; pyridine / toluene / 1 h / Reflux
8.1: triethylamine; pyridine / toluene / 2 h / Inert atmosphere; Reflux
9.1: triethylamine; pyridine; copper diacetate / dichloromethane / 12 h / Inert atmosphere; Molecular sieve
9.2: 84 h / Inert atmosphere
9.3: 120 h
10.1: hydrazine hydrate / ethanol / 1 h / 85 °C
With
piperidine; pyridine; sodium periodate; copper diacetate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; rac-Pro-OH;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: piperidine; acetic acid / dichloromethane / 18 h / Reflux
2.1: pyridine; rac-Pro-OH / N,N-dimethyl-formamide / 192 h / Inert atmosphere; Molecular sieve
3.1: toluene-4-sulfonic acid; pyridine / toluene / 1 h / Reflux
4.1: triethylamine; pyridine / toluene / 2 h / Inert atmosphere; Reflux
5.1: triethylamine; pyridine; copper diacetate / dichloromethane / 12 h / Inert atmosphere; Molecular sieve
5.2: 84 h / Inert atmosphere
5.3: 120 h
6.1: hydrazine hydrate / ethanol / 1 h / 85 °C
With
piperidine; pyridine; copper diacetate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; triethylamine; rac-Pro-OH;
In
ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;