2-Bromopyridine-4-methanol

Base Information

• Chemical Name: 2-Bromopyridine-4-methanol
• CAS No.: 118289-16-0
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 29339900
• European Community (EC) Number: 663-333-6
• DSSTox Substance ID: DTXSID50561156
• Wikidata: Q69758024
• Mol file: 118289-16-0.mol

Synonyms:2-Bromopyridine-4-methanol;118289-16-0;(2-bromopyridin-4-yl)methanol;2-bromo-4-hydroxymethylpyridine;2-BROMO-4-(HYDROXYMETHYL)PYRIDINE;2-bromo-4-pyridinemethanol;MFCD04039313;4-PYRIDINEMETHANOL, 2-BROMO-;2-bromopyridin-4-methanol;SCHEMBL1166951;(2-bromopyridin-4-yl)-methanol;2-Bromo-4-hydroxymethyl-pyridine;DTXSID50561156;4-hydroxymethyl-2-pyridyl bromide;IQNUGAFIKDRYRP-UHFFFAOYSA-N;(2-bromo-pyridin-4-yl)-methanol;AKOS005257219;2-Bromo-4-hydroxymethylpyridine, 96%;AC-5438;CS-W000831;SY017970;TS-02642;AM20070193;EN300-75760;A803903

Chemical Property of 2-Bromopyridine-4-methanol

Chemical Property:

• Vapor Pressure: 0.000171mmHg at 25°C
• Melting Point: 58-61 °C
• Refractive Index: 1.598
• Boiling Point: 316.6 °C at 760 mmHg
• PKA: 13.06±0.10(Predicted)
• Flash Point: 145.3 °C
• PSA: 33.12000
• Density: 1.668 g/cm³
• LogP: 1.33640
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.96328
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-4-hydroxymethylpyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1CO)Br
• Uses: 2-Bromo-4-hydroxymethylpyridine is used to synthesize aza- and diazabiphenyl analogs of the antitubercular drug (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824). It is also used to N3/8-disubstituted 3,8-diazabicyclo[3.2.1]octane analogues of 3,8-bis[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl-piperazine with antiproliferative properties.

Technology Process of 2-Bromopyridine-4-methanol

There total 7 articles about 2-Bromopyridine-4-methanol 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: 90.0%

2-bromopyridine-4-carboxaldehyde (118289-17-1) → (2-bromopyridin-4-yl)methanol (118289-16-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 1h; Inert atmosphere;

Reference yield: 88.0%

→ (2-bromopyridin-4-yl)methanol (118289-16-0)

Guidance literature:

Reference yield: 75.21%

2-bromoisonicotinic acid (66572-56-3) → (2-bromopyridin-4-yl)methanol (118289-16-0)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

upstream raw materials:

2-bromoisonicotinic acid

methyl 2-bromoisonicotinate

2-Amino-4-methylpyridine

2-Bromo-4-picoline

Downstream raw materials:

C₇H₈BrNO

Refernces

• 1、 Rammal, Fatima,Gao, Di,Boujnah, Sondes,Hussein, Aqeel A.,Lalevée, Jacques,Gaumont, Annie-Claude,Morlet-Savary, Fabrice,Lakhdar, Sami. "Photochemical C-H Silylation and Hydroxymethylation of Pyridines and Related Structures: Synthetic Scope and Mechanisms". . p. 13710 - 13717. Retrieved 2020/11/30.
• 2、 -. "Antibacterial Compounds". Paragraph 0506. . Retrieved 2013/10/07.