1,2,3,4-Tetrahydro-2,6-naphthyridine

Base Information

• Chemical Name: 1,2,3,4-Tetrahydro-2,6-naphthyridine
• CAS No.: 31786-18-2
• Molecular Formula: C8H10N2
• Molecular Weight: 134.181
• European Community (EC) Number: 803-403-7
• DSSTox Substance ID: DTXSID10482494
• Wikidata: Q82318872
• Mol file: 31786-18-2.mol

Synonyms:1,2,3,4-TETRAHYDRO-2,6-NAPHTHYRIDINE;31786-18-2;1,2,3,4-Tetrahydro-[2,6]naphthyridine;MFCD08752595;2,6-NAPHTHYRIDINE, 1,2,3,4-TETRAHYDRO-;SCHEMBL2565015;DTXSID10482494;KPZPSEIHRIDPKH-UHFFFAOYSA-N;AMY22960;STR11941;AKOS006290289;AB48928;1,2,3,4-tetrahydro-2,6-naphthyridin;CS-0052758;FT-0698226;F52150;EN300-1387058;A820998;1,2,3,4-tetrahydro-2,6-naphthyridine, AldrichCPR;J-503753

Chemical Property of 1,2,3,4-Tetrahydro-2,6-naphthyridine

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 244.473 °C at 760 mmHg
• PKA: 7.74±0.20(Predicted)
• Flash Point: 101.654 °C
• PSA: 24.92000
• Density: 1.069 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:

98%,99%, ^*data from raw suppliers

1,2,3,4-Tetrahydro-2,6-naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=C1C=NC=C2
• Uses: 1,2,3,4-Tetrahydro-2,6-naphthyridine is used in the synthetic preparation of quinolizidinone carboxylic acid selective M1 allosteric modulators.

Technology Process of 1,2,3,4-Tetrahydro-2,6-naphthyridine

There total 6 articles about 1,2,3,4-Tetrahydro-2,6-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: 84.0%

2,6-naphthyridine (253-50-9) → 1,2,3,4-tetrahydro-2,6-naphthyridine (31786-18-2)

Guidance literature:

With hydrogen; calcium oxide; platinum(IV) oxide; In 2-methoxy-ethanol;

Reference yield: 43.0%

cyclohexa-1,4-diene (1165952-92-0) → 1,2,3,4-tetrahydro-2,6-naphthyridine (31786-18-2)

Guidance literature:

With ammonia; acetic acid; Pd on carbon; In methanol; ethanol; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

Reference yield:

3-bromo-pyridine-4-carbaldehyde (70201-43-3) → 1,2,3,4-tetrahydro-2,6-naphthyridine (31786-18-2)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; triethylamine; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

2: ammonia / ethanol / 16 h / 80 °C / Sealed tube

3: calcium oxide; platinum(IV) oxide; hydrogen / 2-methoxy-ethanol / 16 h / 30 °C / 2585.81 Torr

With platinum(IV) oxide; copper(l) iodide; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); ammonia; hydrogen; triethylamine; calcium oxide; In ethanol; 2-methoxy-ethanol; N,N-dimethyl-formamide;

upstream raw materials:

cyclohexa-1,4-diene

2,6-naphthyridine

3-Bromopyridine

3-bromo-pyridine-4-carbaldehyde

Downstream raw materials:

1-(3,4-dihydro-2,6-naphthyridin-2(1H)-yl)-2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)ethanone

C₂₂H₂₁N₃O₃S

Refernces

• 1、 -. "PRMT5 INHIBITORS AND USES THEREOF". Paragraph 00510; 00511. . Retrieved 2016/04/20.
• 2、 -. "Substituted 1,2,3-triazolo[1,5-a]quinazolines for enhancing cognition". . . Retrieved 2008/06/13.