4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide

Base Information

Chemical Name:4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide
CAS No.:1350968-78-3
Molecular Formula:C₂₄H₂₅ClN₂O₃
Molecular Weight:424.927
Hs Code.:

Synonyms:4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide

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Chemical Property of 4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide

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Technology Process of 4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide

There total 8 articles about 4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide 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:

: 1366578-64-4
4-[(6-chloropyridin-3-yl)methyl]-1-methoxy-2-naphthoic acid

: 931-15-7,931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5
(1S,2S)-trans-2-aminocyclohexanol

: 1350968-78-3
4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; for 3h;

Reference yield:

: 5813-38-7
methyl 1-methoxy-4-bromo-2-naphthoate

: 1350968-78-3
4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide

Guidance literature:: Multi-step reaction with 4 steps

1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 100 °C

2: hydrogen bromide / acetic acid

3: triethylamine / dichloromethane

4: potassium carbonate / N,N-dimethyl-formamide

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; hydrogen bromide; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; 1: |Negishi Coupling;
DOI:10.1016/j.bmcl.2014.01.012

Reference yield:

: 5813-37-6
4-bromo-1-hydroxy-2-naphthoic acid

: 1350968-78-3
4-[(6-chloropyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]-1-methoxy-2-naphthamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / acetone / 14 h / 20 °C / Reflux

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 90 °C / Inert atmosphere

3.1: water; sodium hydroxide / tetrahydrofuran / 4 h / 90 °C

3.2: 20 °C

4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 3 h

With water; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; acetone;