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

Base Information

Chemical Name:4-{[4-(4-chloropyridin-2-yl)-4-fluoropiperidin-1-yl]methyl}-8-fluoro-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide
CAS No.:1413975-95-7
Molecular Formula:C₂₇H₂₉ClF₂N₄O₂
Molecular Weight:515.003
Hs Code.:

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

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

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

There total 9 articles about 4-{[4-(4-chloropyridin-2-yl)-4-fluoropiperidin-1-yl]methyl}-8-fluoro-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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 4-chloro-2-(4-fluoropiperidin-4-yl)pyridine dihydrochloride

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

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

Guidance literature:: 4-chloro-2-(4-fluoropiperidin-4-yl)pyridine dihydrochloride; 8-fluoro-4-formyl-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide; With triethylamine; In 1,2-dichloro-ethane; for 0.0833333h;

With acetic acid; In 1,2-dichloro-ethane; at 100 ℃; for 0.333333h; Microwave irradiation;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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