Pyridine, 1,2,3,6-tetrahydro-1-(2-iodobenzoyl)-

Base Information

• Chemical Name: Pyridine, 1,2,3,6-tetrahydro-1-(2-iodobenzoyl)-
• CAS No.: 109270-63-5
• Molecular Formula: C12H12INO
• Molecular Weight: 313.138
• Mol file: 109270-63-5.mol

Synonyms:

Chemical Property of Pyridine, 1,2,3,6-tetrahydro-1-(2-iodobenzoyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyridine, 1,2,3,6-tetrahydro-1-(2-iodobenzoyl)-

There total 2 articles about Pyridine, 1,2,3,6-tetrahydro-1-(2-iodobenzoyl)- 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: 94.0%

2-Iodobenzoic acid (88-67-5) + 1,2,3,6-tetrahydropyridine hydrochloride (18513-79-6) → (5,6-dihydropyridin-1(2H)-yl)(2-iodophenyl)methanone (109270-63-5)

Guidance literature:

2-Iodobenzoic acid; With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 15h; Inert atmosphere;

1,2,3,6-tetrahydropyridine hydrochloride; With potassium carbonate; In acetonitrile; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/anie.201600919

Reference yield: 90.5%

1,2,3,6-tetrahydropyridine (694-05-3) + 2-Iodobenzoyl chloride (609-67-6) → (5,6-dihydropyridin-1(2H)-yl)(2-iodophenyl)methanone (109270-63-5)

Guidance literature:

With triethylamine; In benzene; for 1h; Heating;

DOI:10.1016/S0040-4020(01)91034-8

Reference yield:

(5,6-dihydropyridin-1(2H)-yl)(2-iodophenyl)methanone (109270-63-5) → C27H26INO

Guidance literature:

Multi-step reaction with 4 steps

1: palladium diacetate; triphenylphosphine; tetraethylammonium chloride; potassium carbonate / acetonitrile / 6 h / Inert atmosphere; Reflux

2: palladium on activated charcoal; hydrogen / ethyl acetate / 15 h / 20 °C / 760.05 Torr / Inert atmosphere

3: [RhCl₂(p-cymene)]2; silver hexafluoroantimonate; acetic acid / 15 h / Inert atmosphere; Heating

4: chloroform / 15 h / 100 °C / Inert atmosphere

With silver hexafluoroantimonate; [RhCl₂(p-cymene)]2; palladium on activated charcoal; tetraethylammonium chloride; hydrogen; palladium diacetate; potassium carbonate; acetic acid; triphenylphosphine; In chloroform; ethyl acetate; acetonitrile; 1: |Heck Reaction;

DOI:10.1021/acs.orglett.7b00913

upstream raw materials:

1,2,3,6-tetrahydropyridine

2-Iodobenzoyl chloride

2-Iodobenzoic acid

1,2,3,6-tetrahydropyridine hydrochloride

Downstream raw materials:

(3,6-Dihydro-2H-pyridin-1-yl)-(2-vinyl-phenyl)-methanone