Gentianadine

Base Information

• Chemical Name: Gentianadine
• CAS No.: 6790-32-5
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40331865
• Nikkaji Number: J13.201B
• Wikidata: Q27106713
• Metabolomics Workbench ID: 69357
• Mol file: 6790-32-5.mol

Synonyms:Gentianadine;6790-32-5;3,4-dihydropyrano[3,4-c]pyridin-1-one;1H,3H,4H-Pyrano[3,4-c]pyridin-1-one;3,4-Dihydro-1H-pyrano[3,4-c]pyridin-1-one;C09957;AC1L9D0Z;SureCN798279;SCHEMBL798279;CHEBI:5314;DTXSID40331865;3,4-dihydro-pyrano[3,4-c]pyridine-1-on;Q27106713

Chemical Property of Gentianadine

Chemical Property:

• Vapor Pressure: 0.000101mmHg at 25°C
• Boiling Point: 338°Cat760mmHg
• Flash Point: 158.2°C
• PSA: 39.19000
• Density: 1.274g/cm³
• LogP: 0.79450
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

98%min ^*data from raw suppliers

3,4-dihydro-1H-Pyrano[3,4-c]pyridin-1-one 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)C2=C1C=CN=C2

Technology Process of Gentianadine

There total 1 articles about Gentianadine 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-cyano-4-methylpyridine (5444-01-9) → 3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one (6790-32-5)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 - 0 °C

2: ethanol; sodium tetrahydroborate / 4 h / 0 °C

3: hydrogenchloride / water / Reflux

With hydrogenchloride; sodium tetrahydroborate; ethanol; lithium hexamethyldisilazane; In tetrahydrofuran; water;

Reference yield: 78.0%

3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one (6790-32-5) + 4-methoxy-benzylamine (2393-23-9) → 4-(2-hydroxyethyl)-N-(4-methoxybenzyl)nicotinamide

Guidance literature:

3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one; 4-methoxy-benzylamine; In tetrahydrofuran; for 45h; Heating / reflux;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃;

Reference yield:

3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one (6790-32-5) → 2-(4-methoxybenzyl)-3,4-dihydro-2,7-naphthyridin-1(2H)-one (858120-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 48 h / Reflux

1.2: 0 °C

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 - 20 °C

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

upstream raw materials:

3-cyano-4-methylpyridine

Downstream raw materials:

[2,7]naphthyridine

1-chloro-[2,7]naphthyridine

2-(4-methoxybenzyl)-3,4-dihydro-2,7-naphthyridin-1(2H)-one