8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

Base Information

Chemical Name:8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide
CAS No.:1413975-96-8
Molecular Formula:C₂₈H₃₂F₂N₄O₂
Molecular Weight:494.584
Hs Code.:

Synonyms:8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

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Chemical Property of 8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

Chemical Property:

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Technology Process of 8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

There total 10 articles about 8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-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:

: 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

: 1413975-96-8
8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 17 h

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; dichloromethane; tetrahydrofuran / 3 h / 100 °C / Inert atmosphere

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; tetrahydrofuran / 21 h

3.2: 1 h

4.1: triethylamine / 1,2-dichloro-ethane / 0.08 h

4.2: MP-cyanoborohydride / 0.33 h / 100 °C / Microwave irradiation

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 21 h / 50 - 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane;

Reference yield:

: 1413975-95-7
4-{[4-(4-chloropyridin-2-yl)-4-fluoropiperidin-1-yl]methyl}-8-fluoro-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

: 544-97-8
dimethyl zinc(II)

: 1413975-96-8
8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 - 100 ℃; for 21h; Inert atmosphere;

Reference yield:

: 4-ethenyl-8-fluoro-N-[(1S, 2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

: 1413975-96-8
8-fluoro-4-{[4-fluoro-4-(4-methylpyridin-2-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; tetrahydrofuran / 21 h

1.2: 1 h

2.1: triethylamine / 1,2-dichloro-ethane / 0.08 h

2.2: MP-cyanoborohydride / 0.33 h / 100 °C / Microwave irradiation

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 21 h / 50 - 100 °C / Inert atmosphere

With osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; water; 1,2-dichloro-ethane;