3-Bromo-4-pyridinecarboxaldehyde

Base Information

• Chemical Name: 3-Bromo-4-pyridinecarboxaldehyde
• CAS No.: 70201-43-3
• Molecular Formula: C6H4BrNO
• Molecular Weight: 186.008
• Hs Code.: 29333990
• European Community (EC) Number: 627-770-6
• DSSTox Substance ID: DTXSID70376648
• Nikkaji Number: J781.473I
• Wikidata: Q72511920
• Mol file: 70201-43-3.mol

Synonyms:70201-43-3;3-Bromo-4-pyridinecarboxaldehyde;3-bromoisonicotinaldehyde;3-Bromopyridine-4-carboxaldehyde;3-bromopyridine-4-carbaldehyde;3-BROMO-4-FORMYLPYRIDINE;4-PYRIDINECARBOXALDEHYDE, 3-BROMO-;MFCD05864506;3-BROMO-4-PYRIDINECARBALDEHYDE;bromoisonicotinaldehyde;SCHEMBL526587;3-bromo-4-pyridine carbaldehyde;3-bromo-pyridine-4-carbaldehyde;5-bromo-pyridine-4-carbaldehyde;5-Bromopyridine-4-carboxaldehyde;DTXSID70376648;3-bromo-pyridine-4-carboxaldehyde;NOBDKWLIAQKADB-UHFFFAOYSA-N;BCP23221;BBL101422;CL8878;GEO-03429;STL555218;AKOS005258084;AC-4389;CS-W007984;PB17335;PS-5690;3-Bromo-4-pyridinecarboxaldehyde, 97%;SY005098;A9272;AM20061457;B2624;FT-0651205;EN300-76949;A25710;Q-103372;Z1192338771;3-Bromoisonicotinaldehyde

Chemical Property of 3-Bromo-4-pyridinecarboxaldehyde

Chemical Property:

• Vapor Pressure: 0.0275mmHg at 25°C
• Melting Point: 81-82 °C(lit.)
• Refractive Index: 1.619
• Boiling Point: 246.2 °C at 760 mmHg
• PKA: 0.90±0.18(Predicted)
• Flash Point: 102.7 °C
• PSA: 29.96000
• Density: 1.683 g/cm³
• LogP: 1.65660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 184.94763
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-4-pyridinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1C=O)Br
• Uses: 3-Bromo-4-pyridinecarboxaldehyde acts as a reagent in the synthesis of 3,4,5-trisubstituted 4,5-dihydro-1,2,4-oxadiazoles agonists which interact with the G-protein-coupled bile acid receptor 1 (TGR5) inducing insulin secretion which may be used as a potential treatment for diabetus mellitus.

Technology Process of 3-Bromo-4-pyridinecarboxaldehyde

There total 11 articles about 3-Bromo-4-pyridinecarboxaldehyde 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: 77.0%

3-bromo-4-(dibromomethyl)pyridine (865449-16-7) → 3-bromo-pyridine-4-carbaldehyde (70201-43-3)

Guidance literature:

With calcium carbonate; In water; for 8h; Heating;

DOI:10.1016/j.tetlet.2005.07.016

Reference yield: 76.0%

3-Bromopyridine (626-55-1,163928-56-1) + diisopropylamine (108-18-9) → 3-bromo-pyridine-4-carbaldehyde (70201-43-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; water; N,N-dimethyl-formamide;

Reference yield: 75.0%

3-Bromopyridine (626-55-1,163928-56-1) + Methyl formate (107-31-3) → 3-bromo-pyridine-4-carbaldehyde (70201-43-3)

Guidance literature:

3-Bromopyridine; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

Methyl formate; In tetrahydrofuran; hexane; at -70 - 20 ℃;

DOI:10.1016/j.tetlet.2011.03.065

upstream raw materials:

3-Bromopyridine

N,N-dimethyl-formamide

pyridine-4-carbaldehyde

3-bromo-4-(dibromomethyl)pyridine

Downstream raw materials:

3-(2-phenylethynyl)pyridine-4-carboxaldehyde

3-bromo-4-(cyclohex-2-enylmethanol)pyridine

2-[3,5-di-iso-propyl-6-(2,2,2-trifluoroethoxy)benzene]-4-formylpyridine

3-methylthioisonicotinaldehyde

Refernces

• 1、 Corey,Pyne,Schafer. "Synthesis of a new series of potent inhibitors of thromboxane A2 biosynthesis". . p. 3291 - 3294. Retrieved 1983.
• 2、 Gao, Xianying,Han, Shuaijun,Zheng, Maolin,Liang, Apeng,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie,Li, Jingya. "Transition-Metal-Free Oxidation of Benzylic C-H Bonds of Six-Membered N-Heteroaromatic Compounds". . p. 4040 - 4049. Retrieved 2019/04/30.
• 3、 -. "THIENO[3,2-D]PYRIMIDINE-6-CARBOXAMIDES AND ANALOGUES AS SIRTUIN MODULATORS". . . Retrieved 2014/09/29.