3-Amino-4-iodopyridine

Base Information

• Chemical Name: 3-Amino-4-iodopyridine
• CAS No.: 105752-11-2
• Molecular Formula: C5H5IN2
• Molecular Weight: 220.013
• Hs Code.: 2933399090
• European Community (EC) Number: 678-659-4
• DSSTox Substance ID: DTXSID80356052
• Nikkaji Number: J977.556K
• Wikidata: Q72438434
• Mol file: 105752-11-2.mol

Synonyms:3-Amino-4-iodopyridine;105752-11-2;4-Iodopyridin-3-amine;4-IODO-PYRIDIN-3-YLAMINE;3-Pyridinamine, 4-iodo-;MFCD04971334;3-AMINE-4-IODOPYRIDINE;4-iodo-3-aminopyridine;SCHEMBL1427609;3-Amino-4-iodopyridine, 97%;DTXSID80356052;CHEBI:132363;ZJRSKTXMSIVNAU-UHFFFAOYSA-N;BCP23200;AKOS005258947;AC-5154;CS-W007755;PB23406;SB10507;DS-11120;SY027942;AM20050636;FT-0603740;EN300-233503;Q-103377

Chemical Property of 3-Amino-4-iodopyridine

Chemical Property:

• Appearance/Colour: tawny powder
• Vapor Pressure: 0.000205mmHg at 25°C
• Melting Point: 69.2-69.5 °C
• Refractive Index: 1.702
• Boiling Point: 327.2 °C at 760 mmHg
• PKA: 4.79±0.18(Predicted)
• Flash Point: 151.7 °C
• PSA: 38.91000
• Density: 2.055 g/cm³
• LogP: 1.84960
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air & Light Sensitive
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 219.94975
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-4-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1I)N
• Uses: 3-Amino-4-iodopyridine is a heterocyclic derivative and can be used as a pharmaceutical intermediate.

Technology Process of 3-Amino-4-iodopyridine

There total 4 articles about 3-Amino-4-iodopyridine 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: 100.0%

2,2-dimethyl-N-(4-iodo-3-pyridinyl)propanamide (113975-32-9) → 4-iodopyridin-3-amine (105752-11-2)

Guidance literature:

With sulfuric acid; for 2.66667h; Heating;

DOI:10.1021/jm070778w

Reference yield: 94.0%

3-amino-4-bromopyridine (239137-39-4) → 4-iodopyridin-3-amine (105752-11-2)

Guidance literature:

With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide; In 1,4-dioxane; at 110 ℃; for 24h;

DOI:10.1016/j.chembiol.2009.11.016

Reference yield:

N-(pyridin-3-yl)pivalamide (70298-88-3) → 4-iodopyridin-3-amine (105752-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi; TMEDA / tetrahydrofuran / -10 °C

1.2: I₂ / -75 °C

2.1: 85 percent / aq. H₂SO₄ / Heating

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2004.09.113

upstream raw materials:

2,2-dimethyl-N-(4-iodo-3-pyridinyl)propanamide

pyridin-3-ylamine

N-(pyridin-3-yl)pivalamide

3-amino-4-bromopyridine

Downstream raw materials:

benzylidene(4-iodopyridin-3-yl)amine

N-(2-chloro-5-fluoro-[3,4']bipyridinyl-3'-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide

N-{4-[2-(2-hydroxy-ethyl)-phenyl]-pyridin-3-yl}-N-methyl-3,5-bis-trifluoromethyl-benzamide

N-methyl-N-[4-(4-methyl-2H-pyrazol-3-yl)-pyridin-3-yl]-3,5-bis-trifluoromethyl-benzamide

Refernces

• 1、 -. "3-AMINO-PYRIDINES AS GPBAR1 AGONISTS". Page/Page column 61. . Retrieved 2012/09/22.
• 2、 Thies, Steffen,Sell, Hanno,Bornholdt, Claudia,Schuett, Christian,Koehler, Felix,Tuczek, Felix,Herges, Rainer. "Light-driven coordination-induced spin-state switching: Rational design of photodissociable ligands". . p. 16358 - 16368. Retrieved 2013/02/23.