Prop-2-ynyl nicotinate

Base Information

• Chemical Name: Prop-2-ynyl nicotinate
• CAS No.: 24641-06-3
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60381625
• Nikkaji Number: J2.939.262E
• Wikidata: Q82172553
• Mol file: 24641-06-3.mol

Synonyms:Prop-2-ynyl nicotinate;24641-06-3;prop-2-ynyl pyridine-3-carboxylate;Prop-2-yn-1-yl nicotinate;prop-2-yn-1-yl pyridine-3-carboxylate;propargyl nicotinate;Prop-2-yn-1-ylnicotinate;DTXSID60381625;AKOS026675732;TS-02143;Pyridine-3-carboxylic acid propargyl ester

Chemical Property of Prop-2-ynyl nicotinate

Chemical Property:

• Melting Point: 26-28 °C
• Boiling Point: 110-112 °C(Press: 4 Torr)
• PKA: 2.96±0.10(Predicted)
• PSA: 39.19000
• Density: 1.173±0.06 g/cm3(Predicted)
• LogP: 0.87160
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 204

Purity/Quality:

95% ^*data from raw suppliers

Prop-2-ynyl nicotinate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOC(=O)C1=CN=CC=C1

Technology Process of Prop-2-ynyl nicotinate

There total 2 articles about Prop-2-ynyl nicotinate 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: 72.0%

nicotinic acid (59-67-6) + propargyl alcohol (107-19-7) → prop-2-yn-1-yl nicotinate (24641-06-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmcl.2019.126846

Reference yield:

→ prop-2-yn-1-yl nicotinate (24641-06-3)

Guidance literature:

Nicotinoylchlorid*HCl, Propargylalkohol;

DOI:10.1007/BF00470270

Reference yield: 94.0%

prop-2-yn-1-yl nicotinate (24641-06-3) + 4-cyanobenzyl bromide (17201-43-3) → (1-(4-cyanobenzyl)-1H-1,2,3-triazol-4-yl)methyl nicotinate

Guidance literature:

With sodium azide; copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2019.126846

upstream raw materials:

nicotinic acid

propargyl alcohol

Downstream raw materials:

C₁₇H₁₄N₄O₂

Refernces

• 1、 Moser,Gubitz,Galvan,Immel-Sehr,Lambrecht,Mutschler. "Aliphatic and heterocyclic analogues of arecaidine propargyl ester. Structure-activity relationships of mono- and bivalent ligands at muscarinic M1 (M4), M2 and M3 receptor subtypes". . p. 449 - 455. Retrieved 2007/10/02.