(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one

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Chemical Name:(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one
CAS No.:1548332-55-3
Molecular Formula:C₂₁H₁₇ClN₈O
Molecular Weight:432.872
Hs Code.:

Synonyms:(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one

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Chemical Property of (S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one

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Technology Process of (S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one

There total 15 articles about (S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

: tert-butyl (S)-2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-2-yl)pyrrolidine- 1-carboxylate

: 87-42-3
6-chloropurine

: 1548332-55-3
(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one

Guidance literature:: tert-butyl (S)-2-(5-chloro-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-2-yl)pyrrolidine- 1-carboxylate; With hydrogenchloride; In methanol; at 20 ℃; for 2h;

6-chloropurine; With triethylamine; In butan-1-ol; for 2h; Reflux;
DOI:10.1021/acs.jmedchem.8b02014

Reference yield: 56.0%

: 5-chloro-3-phenyl-2-((2S)-1-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyrrolidin-2-yl)pyrrolo[2,1-f][1,2,4]triazine-4(3H)-one

: 1548332-55-3
(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one

Guidance literature:: With hydrogenchloride; In ethanol; water; at 20 ℃; for 5h;

Reference yield:

: 872-32-2
2-methyl-1H-pyrroline

: 1548332-55-3
(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-5-chloro-3-phenylpyrrolo[2,1-f][1, 2,4]triazin-4(3H)-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: N-chloro-succinimide / tetrahydrofuran / 2.75 h / 0 - 70 °C

2.1: methanol / 2 h / 0 - 20 °C

3.1: lithium hydroxide / water; methanol / 1.5 h / 70 °C

3.2: 0 °C

4.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 - 70 °C

4.2: 1 h / 60 °C

5.1: ammonium chloride; sodium hydroxide; ammonium hydroxide; sodium chlorite / diethyl ether; tert-butyl methyl ether / 4 h / 0 - 20 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 20 h / 20 °C

7.1: triethylamine; triphenylphosphine; bromine / dichloromethane / 0.17 h / 0 °C

8.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 - 20 °C

9.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 70 °C / Microwave irradiation

10.1: hydrogenchloride / ethanol; water / 5 h / 20 °C

With hydrogenchloride; ammonium hydroxide; sodium chlorite; N-chloro-succinimide; oxalyl dichloride; bromine; ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; tert-butyl methyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide;