4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate

Base Information

Chemical Name:4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate
CAS No.:1353246-29-3
Molecular Formula:C₂HF₃O₂*C₂₆H₂₄N₆O
Molecular Weight:550.54
Hs Code.:

Synonyms:4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate

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Chemical Property of 4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate

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Technology Process of 4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate

There total 10 articles about 4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate 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:

: 1353254-19-9
N-[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]-3-pyridin-4-yl-1-trityl-1H-indazole-5-carboxamide

: 76-05-1
trifluoroacetic acid

: 1353246-29-3
4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate

Guidance literature:: With triethylsilane; at 20 ℃; for 0.333333h;

Reference yield:

: ethyl 3-bromo-1H-indazole-5-carboxylate

: 1353246-29-3
4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 0.25 h / 5 - 10 °C

1.2: 20 °C

2.1: lithium hydroxide / tetrahydrofuran / 50 °C

2.2: pH ~ 4

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 80 °C / Inert atmosphere

3.2: pH 7

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 23 h / 40 °C / Sealed vial

5.1: triethylsilane / 0.33 h / 20 °C

With triethylsilane; sodium hydride; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

: 1353255-12-5
ethyl 1H-indazole-5-carboxylate hydrochloride

: 1353246-29-3
4-[5-({[(3R)-1-(2-cyanobenzyl)piperidin-3-yl]amino}carbonyl)-1H-indazol-3-yl]pyridinium trifluoroacetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: bromine / ethanol / 18 h / 20 °C

1.2: pH 10 - 11 / Cooling with ice

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 5 - 10 °C

2.2: 20 °C

3.1: lithium hydroxide / tetrahydrofuran / 50 °C

3.2: pH ~ 4

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 80 °C / Inert atmosphere

4.2: pH 7

5.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 23 h / 40 °C / Sealed vial

6.1: triethylsilane / 0.33 h / 20 °C

With triethylsilane; bromine; sodium hydride; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide;