(S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate

Base Information

Chemical Name:(S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate
CAS No.:1353622-82-8
Molecular Formula:C₂₅H₃₁N₅O₄
Molecular Weight:465.552
Hs Code.:

Synonyms:(S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate

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Chemical Property of (S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate

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Technology Process of (S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate

There total 8 articles about (S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate 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: 80.0%

: (S)-5,6-dimethyl-2-(piperidin-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one dihydrochloride

: 68790-38-5
2-(tert-butyloxycarbonylamino)benzoic acid

: 1353622-82-8
(S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate

Guidance literature:: 2-(tert-butyloxycarbonylamino)benzoic acid; With HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

(S)-5,6-dimethyl-2-(piperidin-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one dihydrochloride; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

Reference yield: 62.0%

: (S)-5,6-dimethyl-2-(piperidin-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one dihydrochloride

: 68790-38-5
2-(tert-butyloxycarbonylamino)benzoic acid

: 1353622-82-8
(S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate

Guidance literature:: 2-(tert-butyloxycarbonylamino)benzoic acid; With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

(S)-5,6-dimethyl-2-(piperidin-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one dihydrochloride; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;
DOI:10.1021/jm5017768

Reference yield:

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

: 1353622-82-8
(S)-tert-butyl (2-(2-(5,6-Dimethyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)carbamate

Guidance literature:: Multi-step reaction with 6 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: hydrogenchloride / 1,4-dioxane / 65 h

6.1: HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

6.2: 5 h / 20 °C

With hydrogenchloride; sodium bis(trimethylsilyl)amide; hydrazinium monoacetate; caesium carbonate; acetic acid; HATU; In tetrahydrofuran; 1,4-dioxane; hexanes; ethanol; N,N-dimethyl-formamide;