N-(4-Iodopyridin-3-yl)pivalamide

Base Information

• Chemical Name: N-(4-Iodopyridin-3-yl)pivalamide
• CAS No.: 113975-32-9
• Molecular Formula: C10H13 I N2 O
• Molecular Weight: 304.131
• DSSTox Substance ID: DTXSID10440130
• Nikkaji Number: J2.407.111A
• Wikidata: Q72484557
• Mol file: 113975-32-9.mol

Synonyms:113975-32-9;N-(4-Iodopyridin-3-yl)pivalamide;N-(4-iodopyridin-3-yl)-2,2-dimethylpropanamide;N-(4-Iodo-pyridin-3-yl)-2,2-dimethyl-propionamide;4-Iodo-3-(2,2,2-trimethylacetamido)pyridine;SCHEMBL388695;DTXSID10440130;MWRKADKNFCJKNN-UHFFFAOYSA-N;N-(4-Iodo-3-pyridinyl)pivalamide;AMY18129;MFCD06659003;AKOS015853944;PB21912;AC-25645;BS-42710;CS-0053859;FT-0677606;2,2-dimethyl-N-(4-iodo-3-pyridinyl)propanamide;N-(4-iodo-3-pyridyl)-2,2-dimethyl-propanamide;2,2-dimethyl-n-(4-iodo-3-pyridinyl) propanamide;A803114;N-(4-iodo-3-pyridinyl)-2,2-dimethyl-propanamide;N-(4-Iodopyridin-3-yl)-2,2-dimethyl-propionamide;N-(4-Iodo-pyridin-3-yl)-2,2-dimethyl-propionamide, AldrichCPR

Chemical Property of N-(4-Iodopyridin-3-yl)pivalamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 117.0-117.1°C
• Refractive Index: 1.615
• Boiling Point: 391.6°Cat760mmHg
• PKA: 13.40±0.70(Predicted)
• Flash Point: 190.7°C
• PSA: 41.99000
• Density: 1.623g/cm³
• LogP: 2.74380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• XLogP3: 2.1
• 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:

97% ^*data from raw suppliers

N-(4-Iodopyridin-3-yl)pivalamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NC1=C(C=CN=C1)I

Technology Process of N-(4-Iodopyridin-3-yl)pivalamide

There total 5 articles about N-(4-Iodopyridin-3-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: 70.0%

N-(pyridin-3-yl)pivalamide (70298-88-3) → 2,2-dimethyl-N-(4-iodo-3-pyridinyl)propanamide (113975-32-9)

Guidance literature:

N-(pyridin-3-yl)pivalamide; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 - -10 ℃; for 2.5h; Inert atmosphere;

With iodine; In tetrahydrofuran; at -78 - -65 ℃;

Reference yield:

potassium thiosulfate + 2,3-dimethyl-2,3-diaminobutane (20485-44-3) + N-(pyridin-3-yl)pivalamide (70298-88-3) + Nitryl chloride (13444-90-1) → 2-iodopyridine (5029-67-4) + 2,2-dimethyl-N-(4-iodo-3-pyridinyl)propanamide (113975-32-9)

Guidance literature:

With n-butyllithium; iodine; In tetrahydrofuran;

Reference yield:

pyridin-3-ylamine (462-08-8) + pivaloyl chloride (3282-30-2) → 2,2-dimethyl-N-(4-iodo-3-pyridinyl)propanamide (113975-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane

2: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c0dt01629b

upstream raw materials:

N-(pyridin-3-yl)pivalamide

pyridin-3-ylamine

pivaloyl chloride

2,3-dimethyl-2,3-diaminobutane

Downstream raw materials:

2,2-dimethyl-N-(4-(2-methoxyphenyl)-3-pyridyl)propanamide

2,2-dimethyl-N-(4-(2-fluorophenyl)-3-pyridyl)propanamide

(E)-4-iodo-3-phenylazopyridine

(Z)-4-iodo-3-phenylazopyridine