N-(4-Chloropyridin-2-yl)pivalamide

Base Information

• Chemical Name: N-(4-Chloropyridin-2-yl)pivalamide
• CAS No.: 188577-70-0
• Molecular Formula: C10H13ClN2O
• Molecular Weight: 212.68
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60443075
• Wikidata: Q82260777
• Mol file: 188577-70-0.mol

Synonyms:N-(4-Chloropyridin-2-yl)pivalamide;188577-70-0;N-(4-CHLORO-PYRIDIN-2-YL)-2,2-DIMETHYL-PROPIONAMIDE;N-(4-chloropyridin-2-yl)-2,2-dimethylpropanamide;N-(4-chloro-2-pyridinyl)-2,2-dimethylpropanamide;SCHEMBL209579;DTXSID60443075;HDLIWEMWMDOCHM-UHFFFAOYSA-N;4-chloro-2-trimethylacetamidopyridine;MFCD03392972;2-trimethylacetamido-4-chloro-pyridine;4-chloro-2-trimethylacetamido-pyridine;AKOS015850346;AB14017;4-Chloro-2-(trimethylacetamido)pyridine;AS-36175;CS-0318366;FT-0678282;A813247;N-(4-chloranylpyridin-2-yl)-2,2-dimethyl-propanamide;1-(Chloromethyl)-3,4-dihydroisoquinoline, hydrochloride

Chemical Property of N-(4-Chloropyridin-2-yl)pivalamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 365.346°C at 760 mmHg
• Flash Point: 174.755°C
• PSA: 41.99000
• Density: 1.2g/cm³
• LogP: 2.79260
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.0716407
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

N-(4-Chloropyridin-2-yl)pivalamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NC1=NC=CC(=C1)Cl

Technology Process of N-(4-Chloropyridin-2-yl)pivalamide

There total 3 articles about N-(4-Chloropyridin-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: 99.0%

2-Amino-4-chloropyridine (19798-80-2) + pivaloyl chloride (3282-30-2) → 4-chloro-2-trimethylacetamidopyridine (188577-70-0)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 12h;

Reference yield: 89.0%

2,4-dichloropyridine (26452-80-2) + 2,2-dimethylpropionamide (754-10-9) → 4-chloro-2-trimethylacetamidopyridine (188577-70-0)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; In 1,4-dioxane; at 90 ℃; for 4h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.8b01483

Reference yield:

2-Amino-4-chloropyridine (19798-80-2) + trimethylacetyl chloride ((CH3)3COCl) → 4-chloro-2-trimethylacetamidopyridine (188577-70-0)

Guidance literature:

upstream raw materials:

2-Amino-4-chloropyridine

pivaloyl chloride

2,4-dichloropyridine

2,2-dimethylpropionamide

Downstream raw materials:

tert-butyl 4-((2-(5-cyanopyrazin-2-ylamino)-5-(4-methoxyphenyl)pyridin-4-ylamino)methyl)piperidine-1-carboxylate

tert-butyl 4-(2-(5-cyanopyrazin-2-ylamino)-5-(4-methoxyphenyl)pyridin-4-ylamino)piperidine-1-carboxylate

5-(5-(4-methoxyphenyl)-4-(piperidin-4-ylamino)pyridin-2-ylamino)pyrazine-2-carbonitrile

tert-butyl 4-((2-amino-5-(4-methoxyphenyl)pyridin-4-ylamino)methyl)piperidine-1-carboxylate

Refernces

• 1、 -. "IMPROVED METHODS, KITS, COMPOSITIONS AND DOSING REGIMENS FOR THE USE OF HETEROCYCLIC INHIBITORS OF ERK1 AND ERK2". Page/Page column 132-133. . Retrieved 2021/05/07.
• 2、 Young, Ian S.,Glass, Anna-Lena,Cravillion, Theresa,Han, Chong,Zhang, Haiming,Gosselin, Francis. "Palladium-Catalyzed Site-Selective Amidation of Dichloroazines". supporting information. p. 3902 - 3906. Retrieved 2018/07/25.