4-Chloro-N,N-diisopropylpicolinamide

Base Information

• Chemical Name: 4-Chloro-N,N-diisopropylpicolinamide
• CAS No.: 168428-76-0
• Molecular Formula: C12H17ClN2O
• Molecular Weight: 240.733
• DSSTox Substance ID: DTXSID80461655
• Nikkaji Number: J1.772.766D
• Wikidata: Q82286036
• Mol file: 168428-76-0.mol

Synonyms:4-Chloro-N,N-diisopropylpicolinamide;168428-76-0;4-chloro-N,N-di(propan-2-yl)pyridine-2-carboxamide;4-Chloro-N-diisopropyl-pyridine-2-carboxamide;4-chloro-N,N-diisopropylpyridine-2-carboxamide;SCHEMBL712142;DTXSID80461655;VMNWYVODDVOFPF-UHFFFAOYSA-N;MFCD08705678;AKOS015848859;FT-0645911;4-Chloro-N,N-diisopropylpicolinamide, AldrichCPR;A810972;2-Pyridinecarboxamide, 4-chloro-N,N-bis(1-methylethyl)-

Chemical Property of 4-Chloro-N,N-diisopropylpicolinamide

Chemical Property:

• Vapor Pressure: 2.09E-05mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 361.3 °C at 760 mmHg
• Flash Point: 172.3 °C
• PSA: 33.20000
• Density: 1.11g/cm³
• LogP: 2.99400
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 240.1029409
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-N,N-diisopropylpicolinamide Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N(C(C)C)C(=O)C1=NC=CC(=C1)Cl

Technology Process of 4-Chloro-N,N-diisopropylpicolinamide

There total 3 articles about 4-Chloro-N,N-diisopropylpicolinamide 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: 93.0%

4-chloro-pyridine-2-carbonyl chloride (53750-66-6) + diisopropylamine (108-18-9) → 4-chloro-2-pyridine carboxylic acid N,N-diisopropylamide (168428-76-0)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/ol026135m

Reference yield:

4-chloro-3-iodo-pyridine-2-carboxylic acid diisopropylamide (446019-92-7) → 4-chloro-2-pyridine carboxylic acid N,N-diisopropylamide (168428-76-0) + 4-chloro-5-iodo-pyridine-2-carboxylic acid diisopropylamide

Guidance literature:

4-chloro-3-iodo-pyridine-2-carboxylic acid diisopropylamide; With lithium diisopropyl amide; In diethyl ether; at -78 ℃;

With water; Further stages.;

DOI:10.1021/ol026135m

Reference yield:

4-chloropicolinic acid (5470-22-4) → 4-chloro-2-pyridine carboxylic acid N,N-diisopropylamide (168428-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 6 h / Reflux

2: triethylamine / dichloromethane / 12 h / 0 - 20 °C

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1021/jacs.0c13415

upstream raw materials:

4-chloro-pyridine-2-carbonyl chloride

diisopropylamine

4-chloro-3-iodo-pyridine-2-carboxylic acid diisopropylamide

4-chloropicolinic acid

Downstream raw materials:

4-methoxy-2-pyridine carboxylic acid N,N-diisopropylamide

4-((2,2-dimethyl-1,3-dioxan-5-yl)methoxy)-N,N-diisopropylpyridine-2-carboxamide

C₁₉H₂₃ClN₂OSe