3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide

Base Information

Chemical Name:3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide
CAS No.:1049814-35-8
Molecular Formula:C₃₈H₃₉Cl₂F₃N₆O
Molecular Weight:723.668
Hs Code.:

3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide

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Chemical Property of 3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide

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Technology Process of 3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide

There total 11 articles about 3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-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:

: C₄₃H₄₇Cl₂F₃N₆O₃

: 1049814-35-8
3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.bmcl.2012.12.014

Reference yield:

: 1049809-51-9
3-(4-chloro-3-iodo-phenyl)-1,4,6,7-tetrahydro-pyrazolo[4,3-c]-pyridine-5-carboxylic acid tert-butyl ester

: 1049814-35-8
3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 20 °C

3.1: dichloromethane / 20 °C

4.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 20 °C

5.1: Dess-Martin periodane / dichloromethane / 20 °C

6.1: acetic acid / dichloromethane

6.2: 0.5 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; caesium carbonate; Dess-Martin periodane; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2012.12.014

Reference yield:

: 1049809-74-6
3-(4-Chloro-3-iodo-phenyl)-1-(3-hydroxy-propyl)-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester

: 1049814-35-8
3-(4-Chloro-3-{[4-({[(4-chlorophenyl)methyl]amino]methyl)phenyl]ethynyl]phenyl)-1-{3-[4-(trifluoromethyl)piperidin-1-yl]propyl}-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / dichloromethane / 20 °C

2.1: dichloromethane / 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 20 °C

4.1: Dess-Martin periodane / dichloromethane / 20 °C

5.1: acetic acid / dichloromethane

5.2: 0.5 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Dess-Martin periodane; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 3.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2012.12.014