6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one

Base Information

• Chemical Name: 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one
• CAS No.: 129686-16-4
• Molecular Formula: C8H7BrN2O
• Molecular Weight: 227.06
• Hs Code.: 2933990090
• European Community (EC) Number: 812-616-4
• DSSTox Substance ID: DTXSID10455087
• Nikkaji Number: J3.193.362E
• Wikidata: Q72454686
• Mol file: 129686-16-4.mol

Synonyms:6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one;129686-16-4;6-bromo-3,4-dihydro-1,8-naphthyridin-2(1H)-one;6-bromo-3,4-dihydro-1H-1,8-naphthyridin-2-one;1,8-Naphthyridin-2(1H)-one, 6-bromo-3,4-dihydro-;MFCD05664027;6-bromo-1,2,3,4-tetrahydro-1,8-naphthyridin-2-one;6-biomo-3,4-dihydro-1H-[1,8]naphthyridin-2-one;SCHEMBL725492;DTXSID10455087;VJEOGGNIBLORIJ-UHFFFAOYSA-N;BCP10147;CX1037;AKOS015834745;AB22237;CS-W019255;FS-2797;SY009000;A2701;AM20050755;FT-0602174;6-bromo3,4-dihydro-1h-1,8-naphthyridin-2-one;EN300-7361310;J-518354;6-Bromo-1,2,3,4-tetrahydro-1,8-naphthyridine-2-one;Z1269140002

Chemical Property of 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one

Chemical Property:

• Appearance/Colour: Off- white to yellow solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 265-267 °C
• Refractive Index: 1.606
• Boiling Point: 398.2 °C at 760 mmHg
• PKA: 2.69±0.20(Predicted)
• Flash Point: 194.625 °C
• PSA: 41.99000
• Density: 1.643 g/cm³
• LogP: 1.86680
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 225.97418
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NC2=C1C=C(C=N2)Br

Technology Process of 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one

There total 13 articles about 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one 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: 91.0%

C9H11BrN2O2 (1443988-87-1) → 6-bromo-3,4-dihydro-1,8-naphthyridine-2(1H)-one (129686-16-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h;

DOI:10.1021/ol401540k

Reference yield: 88.0%

6-bromo-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxylic acid methyl ester (335031-10-2) → 6-bromo-3,4-dihydro-1,8-naphthyridine-2(1H)-one (129686-16-4)

Guidance literature:

With sodium hydroxide; In methanol; CHCl₃/CH₃OH;

Reference yield: 64.0%

ethyl 6-bromo-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxylate → 6-bromo-3,4-dihydro-1,8-naphthyridine-2(1H)-one (129686-16-4)

Guidance literature:

With sodium hydroxide; In water; at 100 ℃; for 2h;

upstream raw materials:

6-bromo-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxylic acid methyl ester

(2-amino-3-pyridinyl)methanol

2-aminopyridin-3-carboxylic acid

2-amino-5-bromo-3-(bromomethyl)pyridine hydrobromide

Downstream raw materials:

6-{(1E)-3-[4-hydroxy-4-phenylpiperidin-1-yl]-3-oxoprop-1-en-1-yl}-3,4-dihydro-1,8-naphthyridin-2(1H)-one

6-[(1E)-3-{[4-(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

(E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

6-[(1E)-3-oxo-3-(2-phenylpyrrolidin-1-yl)prop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one