4-Amino-5-chloro-2-methoxypyridine

Base Information

• Chemical Name: 4-Amino-5-chloro-2-methoxypyridine
• CAS No.: 719305-30-3
• Molecular Formula: C6H7ClN2O
• Molecular Weight: 158.587
• DSSTox Substance ID: DTXSID80704594
• Wikidata: Q82637056
• Mol file: 719305-30-3.mol

Synonyms:4-Amino-5-chloro-2-methoxypyridine;719305-30-3;5-CHLORO-2-METHOXYPYRIDIN-4-AMINE;SCHEMBL6686702;DTXSID80704594;AB68191;FT-0764362;EN300-1965882

Chemical Property of 4-Amino-5-chloro-2-methoxypyridine

Chemical Property:

• PSA: 48.14000
• LogP: 1.90700
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.0246905
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

98%min ^*data from raw suppliers

4-Amino-5-chloro-2-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C(C(=C1)N)Cl

Technology Process of 4-Amino-5-chloro-2-methoxypyridine

There total 2 articles about 4-Amino-5-chloro-2-methoxypyridine 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:

5-chloro-2-methoxypyridine-1-oxide (719305-31-4) → 5-chloro-2-methoxypyridin-4-amine (719305-30-3)

Guidance literature:

5-chloro-2-methoxypyridine-1-oxide; With sulfuric acid; nitric acid; at 0 - 80 ℃;

With nickel; In methanol; ethyl acetate;

DOI:10.1016/j.bmcl.2005.08.106

Reference yield:

5-chloro-2-methoxypyridine (13473-01-3) → 5-chloro-2-methoxypyridin-4-amine (719305-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 53 percent / aq. H₂O₂; AcOH; (CF₃CO)2O / 0 - 80 °C

2.1: H₂SO₄; HNO₃ / 0 - 80 °C

2.2: Raney Ni / ethyl acetate; methanol

With sulfuric acid; dihydrogen peroxide; nitric acid; acetic acid; trifluoroacetic anhydride;

DOI:10.1016/j.bmcl.2005.08.106

Reference yield:

5-chloro-2-methoxypyridin-4-amine (719305-30-3) + 4-chloro-7-(2, 4-dimethoxybenzyloxy)-5 isopropoxyquinazoline (692059-53-3) → 4-(5-chloro-2-methoxypyridin-4-ylamino)-7-(2, 4-dimethoxybenzyloxy) - 5-isopropoxyquinazoline (719304-92-4)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2005.08.106

upstream raw materials:

5-chloro-2-methoxypyridine-1-oxide

5-chloro-2-methoxypyridine

Downstream raw materials:

4-(5-chloro-2-methoxypyridin-4-ylamino)-7-(2, 4-dimethoxybenzyloxy) - 5-isopropoxyquinazoline

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