(S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide

Base Information

• Chemical Name: (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide
• CAS No.: 1589602-07-2
• Molecular Formula: C₁₉H₁₇F₆N₃O
• Molecular Weight: 417.354

Synonyms:(S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide

Chemical Property of (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide

Chemical Property:

Purity/Quality:

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Technology Process of (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide

There total 8 articles about (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-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:

3-bromopicolinaldehyde (405174-97-2) → (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide (1589602-07-2) + (R)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide (1470018-52-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bis(triphenylphosphine)palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C

2.1: ammonia / ethanol / 2 h / 80 °C / Sealed tube

3.1: magnesium / tetrahydrofuran / 1 h / 20 °C

3.2: 15 h

4.1: hydrogenchloride; hydrogen; palladium on activated charcoal / ethanol; isopropyl alcohol / 48 h / 20 °C

5.1: chiral column / Resolution of racemate

6.1: dichloromethane; tetrahydrofuran / 20 °C

With hydrogenchloride; copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; palladium on activated charcoal; ammonia; hydrogen; magnesium; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm401955h

Reference yield:

3-bromo-2-picoline (38749-79-0) → (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide (1589602-07-2) + (R)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide (1470018-52-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 30 h / Reflux

2.1: morpholine / 1 h / 60 °C

3.1: bis(triphenylphosphine)palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C

4.1: ammonia / ethanol / 2 h / 80 °C / Sealed tube

5.1: magnesium / tetrahydrofuran / 1 h / 20 °C

5.2: 15 h

6.1: hydrogenchloride; hydrogen; palladium on activated charcoal / ethanol; isopropyl alcohol / 48 h / 20 °C

7.1: chiral column / Resolution of racemate

8.1: dichloromethane; tetrahydrofuran / 20 °C

With morpholine; hydrogenchloride; N-Bromosuccinimide; copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; palladium on activated charcoal; ammonia; hydrogen; magnesium; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm401955h

Reference yield:

3-((trimethylsilyl)ethynyl)-2-pyridinecarboxaldehyde (222168-23-2) → (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide (1589602-07-2) + (R)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide (1470018-52-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ammonia / ethanol / 2 h / 80 °C / Sealed tube

2.1: magnesium / tetrahydrofuran / 1 h / 20 °C

2.2: 15 h

3.1: hydrogenchloride; hydrogen; palladium on activated charcoal / ethanol; isopropyl alcohol / 48 h / 20 °C

4.1: chiral column / Resolution of racemate

5.1: dichloromethane; tetrahydrofuran / 20 °C

With hydrogenchloride; palladium on activated charcoal; ammonia; hydrogen; magnesium; In tetrahydrofuran; ethanol; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm401955h

upstream raw materials:

3-bromopicolinaldehyde

3-((trimethylsilyl)ethynyl)-2-pyridinecarboxaldehyde

[1,7]naphthyridine

(S)-1,1,1-trifluoropropan-2-amine

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