8-bromo-1,6-naphthyridine-2-carboxylic Acid

Base Information

• Chemical Name: 8-bromo-1,6-naphthyridine-2-carboxylic Acid
• CAS No.: 197507-55-4
• Molecular Formula: C9H5 Br N2 O2
• Molecular Weight: 253.055
• Hs Code.: 2933990090
• European Community (EC) Number: 674-366-0
• DSSTox Substance ID: DTXSID20375505
• Nikkaji Number: J1.473.593C
• Wikidata: Q82164050
• Mol file: 197507-55-4.mol

Synonyms:8-bromo-1,6-naphthyridine-2-carboxylic Acid;197507-55-4;1,6-Naphthyridine-2-carboxylic acid, 8-bromo-;8-bromo-2-carboxy[1,6]naphthyridine;8-bromo-[1,6]naphthyridine-2-carboxylic acid;Bis(tridecyl)hydrogenphosphite;SCHEMBL578828;DTXSID20375505;ISJKXVUODLFGIU-UHFFFAOYSA-N;XHA50755;MFCD04037919;AKOS015834982;PS-5973;8-bromo-1,6-napthyridine-2-carboxylic acid;CS-0200068;FT-0643840;EN300-315167;8-bromanyl-1,6-naphthyridine-2-carboxylic acid;A813915;J-519376;Z1269174574;8-Bromo-1,6-naphthyridine-2-carboxylic acid, AldrichCPR

Chemical Property of 8-bromo-1,6-naphthyridine-2-carboxylic Acid

Chemical Property:

• Vapor Pressure: 7.23E-08mmHg at 25°C
• Melting Point: 220(dec.)
• Refractive Index: 1.721
• Boiling Point: 421.8°Cat760mmHg
• PKA: 3.00±0.30(Predicted)
• Flash Point: 208.9°C
• PSA: 63.08000
• Density: 1.824g/cm³
• LogP: 2.09050
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 251.95344
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

8-Bromo-1,6-naphthyridine-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC2=C(C=NC=C21)Br)C(=O)O

Technology Process of 8-bromo-1,6-naphthyridine-2-carboxylic Acid

There total 4 articles about 8-bromo-1,6-naphthyridine-2-carboxylic Acid 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: 80.0%

1,6-naphthyridine-2-carboxylic acid (197507-59-8) → 8-bromo-[1,6]-naphthyridine-2-carboxylic acid (197507-55-4)

Guidance literature:

With bromine; In acetic acid;

DOI:10.1016/j.bmcl.2005.01.050

Reference yield:

N-(4-pyridyl) t-butyl carbamate (98400-69-2) → 8-bromo-[1,6]-naphthyridine-2-carboxylic acid (197507-55-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 65 percent / tBuLi / tetrahydrofuran / -78 °C

2: 90 percent / TFA / CH₂Cl₂

3: 90 percent / aq. NaOH

4: 59 percent / Br₂ / acetic acid

With sodium hydroxide; bromine; tert.-butyl lithium; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetic acid;

DOI:10.1021/jm9902483

Reference yield:

4-aminonicotinaldehyde (42373-30-8) → 8-bromo-[1,6]-naphthyridine-2-carboxylic acid (197507-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / aq. NaOH

2: 59 percent / Br₂ / acetic acid

With sodium hydroxide; bromine; In acetic acid;

DOI:10.1021/jm9902483

upstream raw materials:

1,6-naphthyridine-2-carboxylic acid

N-(4-pyridyl) t-butyl carbamate

4-aminonicotinaldehyde

4--3-pyridinecarboxaldehyde

Downstream raw materials:

8-bromo-[1,6]naphthyridine-2-carboxylic acid 2-hydroxy-benzylamide

8-bromo-[1,6]naphthyridine-2-carboxylic acid methyl ester

8-(3-(trifluoromethyl)phenyl)-1,6-naphthyridine-2-carboxylic acid

8-bromo-1,6-naphthyridine-2-carboxamide