(R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide

Base Information

Chemical Name:(R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide
CAS No.:1609466-92-3
Molecular Formula:C₂₂H₂₀F₃N₇O₂
Molecular Weight:471.442
Hs Code.:

Synonyms:(R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide

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Chemical Property of (R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide

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Technology Process of (R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide

There total 8 articles about (R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide 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: 57.0%

: 506-68-3
bromocyane

: 1609468-35-0
(R)-5-amino-1-(piperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide

: 1609466-92-3
(R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1021/acsmedchemlett.8b00461

Reference yield:

: 1609468-02-1
2-((4-((tert-butyldimethylsilyl)oxy)phenyl )(methoxy)methylene)malononitrile

: 1609466-92-3
(R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / ethanol / 16 h / Reflux

2: triethylamine / dichloromethane / 16.5 h / 0 - 20 °C

3: lithium hydroxide monohydrate / methanol; water / 2 h / 0 °C

4: caesium carbonate / dimethyl sulfoxide / 24 h / 80 °C

5: water; sulfuric acid / 2 h / 40 °C

6: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

With lithium hydroxide monohydrate; sulfuric acid; water; caesium carbonate; triethylamine; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/acsmedchemlett.8b00461

Reference yield:

: benzyl 3-hydrazinylpiperidine-1-carboxylate hydrochloride

: 1609466-92-3
(R)-5-amino-1-(1-cyanopiperidin-3-yl)-3-(4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / ethanol / 16 h / Reflux

2: triethylamine / dichloromethane / 16.5 h / 0 - 20 °C

3: lithium hydroxide monohydrate / methanol; water / 2 h / 0 °C

4: caesium carbonate / dimethyl sulfoxide / 24 h / 80 °C

5: water; sulfuric acid / 2 h / 40 °C

6: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

With lithium hydroxide monohydrate; sulfuric acid; water; caesium carbonate; triethylamine; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/acsmedchemlett.8b00461