5,6,7,8-Tetrahydro-1,7-naphthyridine

Base Information

• Chemical Name: 5,6,7,8-Tetrahydro-1,7-naphthyridine
• CAS No.: 13623-85-3
• Molecular Formula: C8H10N2
• Molecular Weight: 134.181
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40463357
• Nikkaji Number: J1.511.019H
• Wikidata: Q72506297
• Mol file: 13623-85-3.mol

Synonyms:5,6,7,8-tetrahydro-1,7-naphthyridine;13623-85-3;5,6,7,8-tetrahydro-[1,7]naphthyridine;MFCD08752597;SCHEMBL588622;DTXSID40463357;SRQJSMFCZYZSLB-UHFFFAOYSA-N;AKOS000276569;PB14621;SB11436;AS-50590;SY022122;FT-0692650;EN300-184380;P10652;A807046;J-516482

Chemical Property of 5,6,7,8-Tetrahydro-1,7-naphthyridine

Chemical Property:

• Vapor Pressure: 0.0254mmHg at 25°C
• Melting Point: 275 °C(Solv: ethanol (64-17-5); chloroform (67-66-3))
• Refractive Index: 1.548
• Boiling Point: 247.6 °C at 760 mmHg
• PKA: 7.78±0.20(Predicted)
• Flash Point: 103.6 °C
• PSA: 24.92000
• Density: 1.068 g/cm³
• LogP: 1.05610
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 134.084398327
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

5,6,7,8-Tetrahydro-1,7-Naphthyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=C1C=CC=N2

Technology Process of 5,6,7,8-Tetrahydro-1,7-naphthyridine

There total 9 articles about 5,6,7,8-Tetrahydro-1,7-naphthyridine 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:

6,7-dihydro-1,7-naphthyridin-8(5H)-one → 5,6,7,8-tetrahydro-[1,7]-naphthyridine (13623-85-3)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane; at 0 - 80 ℃; for 16h;

Reference yield:

2-bromo-3-picoline (3430-17-9) → 5,6,7,8-tetrahydro-[1,7]-naphthyridine (13623-85-3)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / 16 h / 80 °C / 2585.81 Torr

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / 90 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / acetonitrile / 16 h / 0 - 30 °C / Inert atmosphere

4: hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr

5: dimethylsulfide borane complex / tetrahydrofuran; dichloromethane / 16 h / 0 - 80 °C

With N-Bromosuccinimide; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; triethylamine; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

3-methyl-pyridine-2-carboxylic acid methyl ester (59718-84-2) → 5,6,7,8-tetrahydro-[1,7]-naphthyridine (13623-85-3)

Guidance literature:

Multi-step reaction with 4 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / 90 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / acetonitrile / 16 h / 0 - 30 °C / Inert atmosphere

3: hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr

4: dimethylsulfide borane complex / tetrahydrofuran; dichloromethane / 16 h / 0 - 80 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; acetonitrile;

upstream raw materials:

[1,7]naphthyridine

ethanol

4-hydrazino-[1,7]naphthyridine

2-bromo-3-picoline

Downstream raw materials:

C₂₈H₂₆N₈O₂

7-bromo-2-((5,6-dihydro-1,7-naphthyridin-7(8H)-yl)methyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine

Refernces