2-(2-(Pyridin-2-yl)ethyl)isoindoline-1,3-dione

Base Information

• Chemical Name: 2-(2-(Pyridin-2-yl)ethyl)isoindoline-1,3-dione
• CAS No.: 17624-26-9
• Molecular Formula: C15H12 N2 O2
• Molecular Weight: 252.272
• Hs Code.: 2933399090
• NSC Number: 165996,27512
• DSSTox Substance ID: DTXSID20282705
• Nikkaji Number: J689.121G
• Wikidata: Q82017049
• ChEMBL ID: CHEMBL1596215
• Mol file: 17624-26-9.mol

Synonyms:17624-26-9;2-(2-(Pyridin-2-yl)ethyl)isoindoline-1,3-dione;2-(2-pyridin-2-ylethyl)isoindole-1,3-dione;N-2-(2-PYRIDYLETHYL)PHTHALIMIDE;2-[2-(pyridin-2-yl)ethyl]-1h-isoindole-1,3(2h)-dione;2-[2-(2-pyridinyl)ethyl]-1H-isoindole-1,3(2H)-dione;1H-Isoindole-1,3(2H)-dione, 2-[2-(2-pyridinyl)ethyl]-;NSC27512;MLS000100200;SCHEMBL3281437;CHEMBL1596215;DTXSID20282705;XDSOQPQMYBPJND-UHFFFAOYSA-N;HMS2446E21;NSC-27512;NSC165996;STL573425;AKOS003594275;NSC-165996;SB65134;SDCCGMLS-0029617.P002;SMR000080944;CS-0358486;FT-0629714;2-(2-Pyridin-2-yl-ethyl)-isoindol-1,3-dione;A881531;ETHYL5-CHLORO-METHYLPYRAZOLE-4-CARBOXYLATE;SR-01000293315;SR-01000293315-1

Chemical Property of 2-(2-(Pyridin-2-yl)ethyl)isoindoline-1,3-dione

Chemical Property:

• Vapor Pressure: 3.09E-07mmHg at 25°C
• Melting Point: 89-92°C
• Boiling Point: 227°C 10mm
• Flash Point: 207.3°C
• PSA: 50.27000
• Density: 1.299g/cm³
• LogP: 1.85820
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 252.089877630
• Heavy Atom Count: 19
• Complexity: 345

Purity/Quality:

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

2-(2-(Pyridin-2-yl)ethyl)isoindoline-1,3-dione 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCC3=CC=CC=N3

Technology Process of 2-(2-(Pyridin-2-yl)ethyl)isoindoline-1,3-dione

There total 6 articles about 2-(2-(Pyridin-2-yl)ethyl)isoindoline-1,3-dione 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: 87.0%

2-vinylpyridine (100-69-6,25014-15-7,27476-03-5,329041-71-6) + phthalimide (136918-14-4,85-41-6) → 2-(2-(pyridin-2-yl)ethyl)isoindoline-1,3-dione (17624-26-9)

Guidance literature:

With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 1,3-bis-(diphenylphosphino)propane; sodium carbonate; In toluene; at 140 ℃; for 20h; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201308874

Reference yield: 84.0%

2-(aminoethyl)pyridine (2706-56-1) + phthalic anhydride (85-44-9) → 2-(2-(pyridin-2-yl)ethyl)isoindoline-1,3-dione (17624-26-9)

Guidance literature:

at 200 ℃; for 3h;

Reference yield:

2-vinylpyridine (100-69-6,25014-15-7,27476-03-5,329041-71-6) → 2-(2-(pyridin-2-yl)ethyl)isoindoline-1,3-dione (17624-26-9)

Guidance literature:

With phthalimide; N-benzyl-trimethylammonium hydroxide; at 188 ℃;

DOI:10.1021/jo01155a008

upstream raw materials:

2-vinylpyridine

phthalimide

2-(aminoethyl)pyridine

phthalic anhydride

Downstream raw materials:

[Au(PPh₃)(2-(2-aminoethyl)-N-phthalimidopyridine)](OTf)

Refernces

• 1、 Banerjee, Debasis,Junge, Kathrin,Beller, Matthias. "A general catalytic hydroamidation of 1,3-dienes: Atom-efficient synthesis of N-allyl heterocycles, amides, and sulfonamides". supporting information. p. 1630 - 1635. Retrieved 2014/03/21.
• 2、 -. "Isoindolone compounds, compositions containing the same, and methods of use thereof for the treatment of viral infections related to the etiology of cancer". Page/Page column 5. . Retrieved 2010/11/24.