Technology Process of 3-[(R)-1-(4-cyano-phenyl)-2-oxo-pyrrolidin-3-yloxy]-N-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-yl)-benzamide trifluoroacetate
There total 4 articles about 3-[(R)-1-(4-cyano-phenyl)-2-oxo-pyrrolidin-3-yloxy]-N-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-yl)-benzamide trifluoroacetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-[(R)-1-(4-cyano-phenyl)-2-oxo-pyrrolidin-3-yloxy]-benzoic acid;
With
1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl acetamide;
at 20 ℃;
for 1h;
2-amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine;
In
N,N-dimethyl acetamide;
at 50 ℃;
trifluoroacetic acid;
In
water; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C
2.1: caesium carbonate / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
3.1: water; lithium hydroxide / tetrahydrofuran / 20 °C
3.2: pH 4
4.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl acetamide / 1 h / 20 °C
4.2: 50 °C
With
1-hydroxy-7-aza-benzotriazole; water; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate;
palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; N,N-dimethyl acetamide;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: caesium carbonate / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
2.1: water; lithium hydroxide / tetrahydrofuran / 20 °C
2.2: pH 4
3.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl acetamide / 1 h / 20 °C
3.2: 50 °C
With
1-hydroxy-7-aza-benzotriazole; water; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; N,N-dimethyl acetamide;