N-(5-chloro-2-methylphenyl)pyridine-2-carboxamide

Base Information

Chemical Name:N-(5-chloro-2-methylphenyl)pyridine-2-carboxamide
CAS No.:794563-59-0
Molecular Formula:C₁₃H₁₁ClN₂O
Molecular Weight:246.696
Hs Code.:
DSSTox Substance ID:DTXSID401329712
Nikkaji Number:J3.284.412J
ChEMBL ID:CHEMBL1363471

Synonyms:MLS000771257;N-(5-chloro-2-methylphenyl)pyridine-2-carboxamide;CHEMBL1363471;DTXSID401329712;HMS2693G06;AKOS001081489;SMR000376154;2-(2-Pyridinylcarbonylamino)-4-chlorotoluene;Z27065731;794563-59-0

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(5-chloro-2-methylphenyl)pyridine-2-carboxamide

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:246.0559907
Heavy Atom Count:17
Complexity:272

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=C(C=C(C=C1)Cl)NC(=O)C2=CC=CC=N2

Technology Process of N-(5-chloro-2-methylphenyl)pyridine-2-carboxamide

There total 5 articles about N-(5-chloro-2-methylphenyl)pyridine-2-carboxamide 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: 96.0%

: 98-98-6
2-Picolinic acid

: 95-79-4
5-chloro-2-methyl-benzenamine

: 794563-59-0
N-(5-chloro-2-methylphenyl)picolinamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; In dichloromethane; at 20 ℃; for 18h; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere;
DOI:10.1021/acs.joc.9b02299

Reference yield:

: (S)-methyl 3-(4-((tert-butyldimethylsilyl)oxy)-2,6-dimethylphenyl)-2-(picolinamido) propanoate

: 794563-59-0
N-(5-chloro-2-methylphenyl)picolinamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; triethylamine / tetrahydrofuran / 24 h / 50 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ / toluene; ethanol / 15 h / 80 °C / Inert atmosphere; Sealed tube; Glovebox

3.1: sodium hydroxide / tetrahydrofuran / 15 h / 0 - 20 °C

3.2: pH 2-3

4.1: O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C / Schlenk technique; Inert atmosphere

With dmap; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; triethylamine; N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/acs.joc.9b02299

Reference yield:

: 6-ethyl-1-methyl (2S,3R)-3-tert-butoxy-2-[(pyridine-2-carbonyl)amino]hexanedioate

: 794563-59-0
N-(5-chloro-2-methylphenyl)picolinamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; triethylamine / tetrahydrofuran / 24 h / 50 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ / toluene; ethanol / 15 h / 80 °C / Inert atmosphere; Sealed tube; Glovebox

3.1: sodium hydroxide / tetrahydrofuran / 15 h / 0 - 20 °C

3.2: pH 2-3

4.1: O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C / Schlenk technique; Inert atmosphere

With dmap; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; triethylamine; N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/acs.joc.9b02299