2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine

Base Information

• Chemical Name: 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine
• CAS No.: 49669-14-9
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.088
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30478970
• Nikkaji Number: J3.275.168G
• Wikidata: Q72447072
• Mol file: 49669-14-9.mol

Synonyms:2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine;49669-14-9;2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)-pyridine;MFCD12406888;Pyridine, 2-bromo-6-(2-methyl-1,3-dioxolan-2-yl)-;SCHEMBL876768;DTXSID30478970;ZRXWMMNBTGBCIL-UHFFFAOYSA-N;AKOS015835789;AC-5078;AS-11062;SY021683;B4512;CS-0153767;FT-0659380;FT-0698476;A827788;2-Bromo-6-(2-methyl-[1,3]dioxolan-2-yl)-pyridine;2-[(1,3-BENZOTHIAZOL-2-YLTHIO)METHYL]BENZOICACID

Chemical Property of 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine

Chemical Property:

• Melting Point: 44-46℃
• Refractive Index: 1.55
• Boiling Point: 322.7 °C at 760 mmHg
• Flash Point: 148.9 °C
• PSA: 31.35000
• Density: 1.499 g/cm³
• LogP: 2.06360
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 242.98949
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCCO1)C2=NC(=CC=C2)Br

Technology Process of 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine

There total 3 articles about 2-Bromo-6-(2-methyl-1,3-dioxolan-2-yl)pyridine 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: 96.0%

1-(6-bromopyridin-2-yl)-ethanone (49669-13-8) + ethylene glycol (107-21-1) → 2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine (49669-14-9)

Guidance literature:

With toluene-4-sulfonic acid; In cyclohexane; for 5h; Reflux; Dean-Stark;

DOI:10.1021/acs.organomet.9b00449

Reference yield: 88.0%

2-acetyl-6-methylpyridine (6940-57-4) + ethylene glycol (107-21-1) → 2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine (49669-14-9)

Guidance literature:

With toluene-4-sulfonic acid; In benzene;

DOI:10.1016/j.ica.2020.120090

Reference yield:

2,6-Dibromopyridine (626-05-1) → 2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine (49669-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; diethyl ether / 0.5 h / -78 °C

1.2: 76 percent / hexane; diethyl ether / 1 h / -78 - 20 °C

2.1: 79 percent / p-TsOH / H₂O; toluene / 4 h / 140 °C

With n-butyllithium; toluene-4-sulfonic acid; In diethyl ether; hexane; water; toluene;

DOI:10.1016/j.bmc.2005.07.065

upstream raw materials:

1-(6-bromopyridin-2-yl)-ethanone

ethylene glycol

2,6-Dibromopyridine

2-acetyl-6-methylpyridine

Downstream raw materials:

2-(2-methyl-(1,3)-dioxolan-2-yl)pyridine

6-(2’-methyl-1’,3’-dioxolan-2’-yl)-2-pyridinecarboxylic acid

C₆H₄(CH₂C₃H₂N₂C₅H₃NCON(CH₂CH₃)2)2

C₆H₄(CH₂C₃H₂N₂C₅H₃NCON(CH₂CH₃)2)2

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