6-methoxy-N2-methylpyridine-2,3-diamine

Base Information

• Chemical Name: 6-methoxy-N2-methylpyridine-2,3-diamine
• CAS No.: 90817-34-8
• Molecular Formula: C₇H₁₁N₃O
• Molecular Weight: 153.184
• Hs Code.: 2933399090
• European Community (EC) Number: 620-557-9
• DSSTox Substance ID: DTXSID80420888
• Nikkaji Number: J292.406D
• Wikidata: Q72486663
• Mol file: 90817-34-8.mol

Synonyms:90817-34-8;6-methoxy-N2-methylpyridine-2,3-diamine;2-METHYLAMINO-3-AMINO-6-METHOXYPYRIDINE;6-methoxy-2-N-methylpyridine-2,3-diamine;2,3-Pyridinediamine, 6-methoxy-N2-methyl-;2-METHYLAMINO-3-AMINO-6-METHOXYPYRIDINE HYDROCHLORIDE;6-methoxy-2-methylamino-3-aminopyridine hcl;SCHEMBL95212;DTXSID80420888;ATCBPVDYYNJHSG-UHFFFAOYSA-N;AKOS006344250;AC-8285;AT34646;SB54119;3-Amino-6-methoxy-2-methylaminopyridine;6-Methoxy-2-(methylamino)-3-pyridinamine;6-Methoxy-N~2~-methylpyridine-2,3-diamine;CS-0436489;FT-0658504

Chemical Property of 6-methoxy-N2-methylpyridine-2,3-diamine

Chemical Property:

• Vapor Pressure: 0.000495mmHg at 25°C
• Refractive Index: n20/D 1.549(lit.)
• Boiling Point: 78-81 °C10 mm Hg(lit.)
• PKA: pK1:3.80(+1) (25°C)
• Flash Point: 140 °F
• PSA: 60.17000
• Density: 1.141 g/mL at 20 °C(lit.)
• LogP: 1.36830
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.090211983
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

3-Pyridinecarbaldehyde for synthesis ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-37/38
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=CC(=N1)OC)N

Technology Process of 6-methoxy-N2-methylpyridine-2,3-diamine

There total 3 articles about 6-methoxy-N2-methylpyridine-2,3-diamine 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: 92.0%

6-methoxy-2-methylamino-3-nitropyridine (94166-58-2) → 3-amino-6-methoxy-2-(methylamino)-pyridine (90817-34-8)

Guidance literature:

With hydrogen; 10percent Pd/C; In 1,4-dioxane; at 80 ℃; for 5h;

DOI:10.1021/jm990522t

Reference yield:

2,6-dicholoro-3-nitropyridine (16013-85-7,136901-10-5) → 3-amino-6-methoxy-2-(methylamino)-pyridine (90817-34-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / Na₂CO₃ / ethanol / 8 h / 20 °C

2: 91 percent / methanol / 3 h / 20 °C

3: 92 percent / H₂ / 10percent Pd/C / dioxane / 5 h / 80 °C

With hydrogen; sodium carbonate; 10percent Pd/C; In 1,4-dioxane; methanol; ethanol; 1: Amination / 2: Methoxylation / 3: Catalytic hydrogenation;

DOI:10.1021/jm990522t

Reference yield:

6-chloro-N-methyl-3-nitropyridin-2-amine (33742-70-0) → 3-amino-6-methoxy-2-(methylamino)-pyridine (90817-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / methanol / 3 h / 20 °C

2: 92 percent / H₂ / 10percent Pd/C / dioxane / 5 h / 80 °C

With hydrogen; 10percent Pd/C; In 1,4-dioxane; methanol; 1: Methoxylation / 2: Catalytic hydrogenation;

DOI:10.1021/jm990522t

upstream raw materials:

6-methoxy-2-methylamino-3-nitropyridine

2,6-dicholoro-3-nitropyridine

6-chloro-N-methyl-3-nitropyridin-2-amine

Downstream raw materials:

5-[4-(5-methoxy-3-methyl-3H-imidazo[4,5-b]pyridin-2-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dione

Refernces

• 1、 -. "Heterocyclic compounds having anti-diabetic activity and their use". . . Retrieved 2008/06/13.