(S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide

Base Information

Chemical Name:(S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide
CAS No.:1353623-05-8
Molecular Formula:C₂₁H₂₅N₅O₃S
Molecular Weight:427.527
Hs Code.:

Synonyms:(S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide

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Chemical Property of (S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide

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Technology Process of (S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide

There total 11 articles about (S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide 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: 62.0%

: 1353628-34-8
C₁₃H₁₈N₄

: 162787-61-3
2-(methylsulfonamido)benzoic acid

: 1353623-05-8
(S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide

Guidance literature:: 2-(methylsulfonamido)benzoic acid; With pyridine; HATU; In N,N-dimethyl-formamide; for 2h; Inert atmosphere;

C₁₃H₁₈N₄; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield: 62.0%

: (S)-5,6-dimethyl-2-(piperidin-2-yl)pyrazolo[1,5-a]pyrimidine dihydrochloride

: 162787-61-3
2-(methylsulfonamido)benzoic acid

: 1353623-05-8
(S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide

Guidance literature:: 2-(methylsulfonamido)benzoic acid; With pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; for 2h; Inert atmosphere;

(S)-5,6-dimethyl-2-(piperidin-2-yl)pyrazolo[1,5-a]pyrimidine dihydrochloride; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Inert atmosphere;
DOI:10.1021/jm5017768

Reference yield:

: 26250-84-0
(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

: 1353623-05-8
(S)-N-(2-(2-(5,6-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)-piperidine-1-carbonyl)phenyl)methanesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 4 h

2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran; hexanes / -78 - -40 °C

2.2: -78 - -40 °C

2.3: -78 - 20 °C

3.1: hydrazinium monoacetate / ethanol / 16 h / 20 °C

4.1: acetic acid / 0.75 h / 100 °C

5.1: dmap; pyridine; trichlorophosphate / 2 h / 100 °C / Inert atmosphere

6.1: hydrogen; sodium acetate / 5%-palladium/activated carbon / ethanol / 0.33 h

7.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

8.1: pyridine; HATU / N,N-dimethyl-formamide / 2 h / Inert atmosphere

With pyridine; hydrogenchloride; dmap; sodium bis(trimethylsilyl)amide; hydrogen; sodium acetate; hydrazinium monoacetate; caesium carbonate; acetic acid; HATU; trichlorophosphate; 5%-palladium/activated carbon; In tetrahydrofuran; 1,4-dioxane; hexanes; ethanol; N,N-dimethyl-formamide;