(5-Bromopyridin-3-yl)methanol

Base Information

• Chemical Name: (5-Bromopyridin-3-yl)methanol
• CAS No.: 37669-64-0
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 2933399090
• European Community (EC) Number: 641-304-9
• DSSTox Substance ID: DTXSID90382807
• Nikkaji Number: J1.877.060A
• Wikidata: Q72456913
• Mol file: 37669-64-0.mol

Synonyms:37669-64-0;(5-bromopyridin-3-yl)methanol;5-Bromo-3-pyridinemethanol;5-Bromo-3-hydroxymethylpyridine;3-Bromo-5-hydroxymethylpyridine;(5-Bromo-pyridin-3-yl)-methanol;3-Bromo-5-(hydroxymethyl)pyridine;(5-Bromo-3-pyridinyl)methanol;3-PYRIDINEMETHANOL, 5-BROMO-;MFCD03265757;(5-bromo-3-pyridyl)methanol;5-Bromo-3-(hydroxymethyl)pyridine;(3-BROMO-5-PYRIDYL)METHANOL;(3-BROMO-PYRIDIN-5-YL)METHANOL;5-bromo-3-pyridylmethanol;5-bromopyridin-3-ylmethanol;5-bromo-3-pyridine methanol;(5-bromopyrid-3-yl)methanol;SCHEMBL381074;5-hydroxymethyl-3-bromopyridine;3-bromo-5-hydroxyrnethylpyridine;3-bromo-5-hydroxymethyl-pyridine;DTXSID90382807;WDVDHJLKXYCOFS-UHFFFAOYSA-N;AKOS007930017;AC-1361;CS-W007450;FS-2939;PB29242;SY020890;A6433;AM20061687;B3493;FT-0649307;EN300-37221;AB00995642-01

Chemical Property of (5-Bromopyridin-3-yl)methanol

Chemical Property:

• Vapor Pressure: 0.00089mmHg at 25°C
• Refractive Index: 1.598
• Boiling Point: 291.5 °C at 760 mmHg
• PKA: 13.29±0.10(Predicted)
• Flash Point: 130.1 °C
• PSA: 33.12000
• Density: 1.668 g/cm³
• LogP: 1.33640
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.7
• 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:

98%,99%, ^*data from raw suppliers

5-Bromo-3-hydroxymethylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC=C1Br)CO

Technology Process of (5-Bromopyridin-3-yl)methanol

There total 13 articles about (5-Bromopyridin-3-yl)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: 95.0%

5-bromopyridine-3-carbaldehyde (113118-81-3) → (5-bromopyridin-3-yl)methanol (37669-64-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

Reference yield: 94.0%

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) → (5-bromopyridin-3-yl)methanol (37669-64-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; for 1.33333h; Inert atmosphere;

DOI:10.1002/ejoc.202101279

Reference yield: 90.0%

1-(5-bromopyridin-3-yl)-N,N-dimethylmethanamine (908864-98-2) → (5-bromopyridin-3-yl)methanol (37669-64-0)

Guidance literature:

With methanol; sodium tetrahydroborate; at 20 ℃; for 3h;

upstream raw materials:

5-bromo-3-pyridinecarboxylic acid

pyridine-3-carbonyl chloride hydrochloride

5-bromo-3-pyridine carboxylic acid methyl ester

ethyl 5-bromo-3-pyridinecarboxylate

Downstream raw materials:

5-(hydroxymethyl)pyridine-3-carbonitrile

3-(hydroxymethyl)-5-(2-thiophene)pyridine

3-(hydroxymethyl)-5-(3-thiophene)pyridine

3-bromo-5-(tert-butyldimethylsilanyloxymethyl)pyridine

Refernces

• 1、 Trobe, Melanie,Blesl, Julia,Vareka, Martin,Schreiner, Till,Breinbauer, Rolf. "A Modular Synthesis of Teraryl-Based α-Helix Mimetics, Part 4: Core Fragments with Two Halide Leaving Groups Featuring Side Chains of Proteinogenic Amino Acids". supporting information. . Retrieved 2022/03/01.
• 2、 -. "Novel biphenyl derivative as well as preparation method and medical application thereof". . . Retrieved 2021/07/21.