N-(3-iodopyridin-2-yl)pivalamide

Base Information

• Chemical Name: N-(3-iodopyridin-2-yl)pivalamide
• CAS No.: 113975-31-8
• Molecular Formula: C10H13IN2O
• Molecular Weight: 304.131
• Hs Code.: 2933399090
• European Community (EC) Number: 681-296-4
• DSSTox Substance ID: DTXSID30449382
• Nikkaji Number: J698.343J
• Mol file: 113975-31-8.mol

Synonyms:N-(3-iodopyridin-2-yl)pivalamide;113975-31-8;N-(3-Iodo-pyridin-2-yl)-2,2-dimethyl-propionamide;N-(3-iodopyridin-2-yl)-2,2-dimethylpropanamide;N-(3-Iodopyridin-2-yl)-2,2-dimethylpropionamide;3-Iodo-2-(2,2,2-trimethylacetamido)pyridine;MFCD05662384;N-(3-iodo-2-pyridinyl)-2,2-dimethylpropanamide;SCHEMBL510235;Propanamide,N-(3-iodo-2-pyridinyl)-2,2-dimethyl-;DTXSID30449382;3-iodo-2-(pivaloylamino)pyridine;WHHVZQZQGUTYJM-UHFFFAOYSA-N;N-(3-Iodo-2-pyridinyl)pivalamide;BCP23298;AKOS015854000;AB21727;CS-W012105;DS-13042;AM20050681;FT-0677602;O11990;N-(3-IODO-2-PYRIDINYL)-TERT-BUTANAMIDE;N-(3-iodo-2-pyridyl)-2,2-dimethyl-propanamide;A803113;n-(3-iodopyridin-2-yl)-2,2-dimethyl-propionamide;Q-103413;N-(3-iodanylpyridin-2-yl)-2,2-dimethyl-propanamide;1-(2-amino-5-chlorophenyl)-2,2,2-trifluoro- Ethanone;N-(3-Iodo-pyridin-2-yl)-2,2-dimethyl-propionamide, 97%;N-(3-IODO-PYRIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE;N-(3-Iodo-pyridin-2-yl)-2,2-dimethyl-propionamide, AldrichCPR

Chemical Property of N-(3-iodopyridin-2-yl)pivalamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 148.8-149.0 °C
• Refractive Index: 1.615
• Boiling Point: 402.6 °C at 760 mmHg
• Flash Point: 197.3 °C
• PSA: 41.99000
• Density: 1.623 g/cm³
• LogP: 2.74380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 304.00726
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

N-(3-Iodopyridin-2-yl)pivalamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NC1=C(C=CC=N1)I

Technology Process of N-(3-iodopyridin-2-yl)pivalamide

There total 2 articles about N-(3-iodopyridin-2-yl)pivalamide 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-(pivaloylamino)pyridine (86847-59-8) → N-(3-iodopyridin-2-yl)-2,2-dimethylpropionamide (113975-31-8)

Guidance literature:

2-(pivaloylamino)pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -55 ℃; for 1h;

With iodine; In tetrahydrofuran; hexane; at -65 - 0 ℃; for 2h;

Reference yield: 87.0%

pivalamidine hydrochloride (18202-73-8) + 2-fluoro-3-iodopyridine (113975-22-7) → N-(3-iodopyridin-2-yl)-2,2-dimethylpropionamide (113975-31-8)

Guidance literature:

With water; caesium carbonate; In dimethyl sulfoxide; at 90 ℃; for 18h; chemoselective reaction; Schlenk technique;

DOI:10.1039/d0ob01904f

Reference yield: 97.0%

N-(3-iodopyridin-2-yl)-2,2-dimethylpropionamide (113975-31-8) → 3-iodo-2-aminopyridine (104830-06-0)

Guidance literature:

N-(3-iodopyridin-2-yl)-2,2-dimethylpropionamide; With sulfuric acid; water; for 1h; Heating / reflux;

With sodium hydroxide; sodium hydrogencarbonate; In water; at 20 ℃;

upstream raw materials:

2-(pivaloylamino)pyridine

pivalamidine hydrochloride

2-fluoro-3-iodopyridine

Downstream raw materials:

2-methyl-1H-pyrrolo[2,3-b]pyridine

2-t-Butyl<1H>-pyrrolo<2,3-b>pyridine

3-iodo-2-aminopyridine

Refernces

• 1、 Nair, Reji N.,Lee, Paul J.,Rheingold, Arnold L.,Grotjahn, Douglas B.. "Single bifunctional ruthenium catalyst for one-pot cyclization and hydration giving functionalized indoles and benzofurans". supporting information; scheme or table. p. 7992 - 7995. Retrieved 2010/09/18.
• 2、 -. "Spirocyclic Azaindole Derivatives". Page/Page column 17. . Retrieved 2009/07/03.