(S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

Base Information

Chemical Name:(S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide
CAS No.:1312945-84-8
Molecular Formula:C₂₃H₂₃F₃N₆O₂
Molecular Weight:472.47
Hs Code.:

Synonyms:(S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

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Chemical Property of (S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

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Technology Process of (S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

There total 7 articles about (S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide 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:

: 936939-96-7
rac-1-(3,5-dimethyl-1H-pyrazol-4-yl)ethanamine

: 1335220-04-6
(1-Methyl-3-phenyl-4-trifluoromethyl-1H-pyrazolo[3,4-b]pyridin-6-yloxy)-acetic acid

: 1312946-36-3
(R)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

: 1312945-84-8
(S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

Guidance literature:: (1-Methyl-3-phenyl-4-trifluoromethyl-1H-pyrazolo[3,4-b]pyridin-6-yloxy)-acetic acid; With benzotriazol-1-ol; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

rac-1-(3,5-dimethyl-1H-pyrazol-4-yl)ethanamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: C₁₈H₁₆F₃N₃O₃

: 1312946-36-3
(R)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

: 1312945-84-8
(S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: lithium hydroxide; water / ethanol; tetrahydrofuran / 20 °C

2: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 80 °C

3: Resolution of racemate

With water; benzotriazol-1-ol; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2015.10.055

Reference yield:

: 93-58-3,5705-52-2,80226-58-0
benzoic acid methyl ester

: 1312946-36-3
(R)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

: 1312945-84-8
(S)-N-(1-(3,5-dimethyl-1H-pyrazol-4-yl)ethyl)-2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-yloxy)acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / dimethyl sulfoxide / 20 °C

1.2: 20 °C

2.1: methanol / 110 °C

3.1: acetic acid / 150 °C / Microwave irradiation

4.1: sodium hydride / N,N-dimethyl-formamide / 20 °C

5.1: lithium hydroxide; water / ethanol; tetrahydrofuran / 20 °C

6.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 80 °C

7.1: Resolution of racemate

With water; sodium hydride; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2015.10.055