N-Cyclopropyl-4-methyl-3-nitro-2-pyridinamine

Base Information

• Chemical Name: N-Cyclopropyl-4-methyl-3-nitro-2-pyridinamine
• CAS No.: 284686-17-5
• Molecular Formula: C₉H₁₁N₃O₂
• Molecular Weight: 193.205
• DSSTox Substance ID: DTXSID50440710
• Wikidata: Q82257082
• Mol file: 284686-17-5.mol

Synonyms:N-Cyclopropyl-4-methyl-3-nitro-2-pyridinamine;284686-17-5;N-cyclopropyl-4-methyl-3-nitropyridin-2-amine;AGN-PC-0N59LM;DTXSID50440710;TQP0100;AKOS013560023;FT-0665403;J-017101

Chemical Property of N-Cyclopropyl-4-methyl-3-nitro-2-pyridinamine

Chemical Property:

• PSA: 70.74000
• LogP: 2.46870
• Solubility.: Dichloromethane
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 193.085126602
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

98%Min ^*data from raw suppliers

N-Cyclopropyl-4-methyl-3-nitro-2-pyridinamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC=C1)NC2CC2)[N+](=O)[O-]
• Uses: Intermediate in the preparation of Nevirapine metabolites.

Technology Process of N-Cyclopropyl-4-methyl-3-nitro-2-pyridinamine

There total 1 articles about N-Cyclopropyl-4-methyl-3-nitro-2-pyridinamine 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-chloro-3-nitro-4-methylpyridine (23056-39-5) + Cyclopropylamine (765-30-0) → 2-(cyclopropylamino)-4-methyl-3-nitropyridine (284686-17-5)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; at 105 ℃; for 4h; Sealed vessel;

DOI:10.3762/bjoc.5.36

Reference yield: 83.0%

2-(cyclopropylamino)-4-methyl-3-nitropyridine (284686-17-5) → 3-amino-2-cyclopropylamino-4-methylpyridine (284686-18-6)

Guidance literature:

2-(cyclopropylamino)-4-methyl-3-nitropyridine; With hydrogenchloride; tin(II) chloride dihdyrate; acetic acid; In water; at 20 ℃;

With sodium hydroxide; In water; pH=12; Cooling with ice;

DOI:10.3762/bjoc.5.36

Reference yield:

2-(cyclopropylamino)-4-methyl-3-nitropyridine (284686-17-5) → 2-chloro-N-[(2'-cyclopropylamino)-4'-methyl-3'-pyridyl]-8-nitro-3-pyridinecarboxamide (284686-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / H₂ / Raney Ni / ethanol / 4 h / 2068.59 Torr

2: 52 percent / N,N-diisopropylethylamine / ethyl acetate / 48 h / 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; nickel; In ethanol; ethyl acetate; 1: Reduction / 2: Condensation;

DOI:10.1002/jhet.5570370203

upstream raw materials:

2-chloro-3-nitro-4-methylpyridine

Cyclopropylamine

Downstream raw materials:

3-amino-2-cyclopropylamino-4-methylpyridine

11-cyclopropyl-5,11-dihydro-3-formyl-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

2-chloro-N-[(2'-cyclopropylamino)-4'-methyl-3'-pyridyl]-3-pyridinecarboxamide

3-bromo-11-cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

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