3-Amino-5-methylpyridine-2-carbonitrile

Base Information

• Chemical Name: 3-Amino-5-methylpyridine-2-carbonitrile
• CAS No.: 1001635-30-8
• Molecular Formula: C7H7N3
• Molecular Weight: 133.153
• Hs Code.: 2933399090
• European Community (EC) Number: 691-805-1
• DSSTox Substance ID: DTXSID30694118
• Wikidata: Q72439466
• Mol file: 1001635-30-8.mol

Synonyms:1001635-30-8;3-Amino-5-methylpyridine-2-carbonitrile;3-Amino-5-methylpicolinonitrile;3-AMINO-2-CYANO-5-METHYLPYRIDINE;3-AMINO-5-METHYL-PYRIDINE-2-CARBONITRILE;MFCD11227185;3-AMINO-5-METHYL-2-PYRIDINECARBONITRILE;2-PYRIDINECARBONITRILE, 3-AMINO-5-METHYL-;SCHEMBL125275;AMY6246;DTXSID30694118;KTVNTMJPGTZBRH-UHFFFAOYSA-N;BCP08090;BQB63530;AKOS006323725;AB64065;CS-W021840;PS-5623;BL006169;SY044961;FT-0697143;A850859;AR-527/43467584;J-511655;W-204350

Chemical Property of 3-Amino-5-methylpyridine-2-carbonitrile

Chemical Property:

• Boiling Point: 370.3±42.0 °C(Predicted)
• PKA: 0.91±0.20(Predicted)
• PSA: 62.70000
• Density: 1.18
• LogP: 1.42508
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 133.063997236
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Amino-5-methylpyridine-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(N=C1)C#N)N
• Uses: 3-Amino-2-cyano-5-methylpyridine is a versatile reactant used in the preparation of new series of orally bioavailable chemokine receptor 9 (CCR9) antagonists with potential use for treatment of inflammatory bowel disease.

Technology Process of 3-Amino-5-methylpyridine-2-carbonitrile

There total 2 articles about 3-Amino-5-methylpyridine-2-carbonitrile 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: 65.0%

zinc(II) cyanide (557-21-1) + 3-Amino-2-chloro-5-methylpyridine (34552-13-1) → 3-amino-5-methylpyridine-2-carbonitrile (1001635-30-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 105 ℃; for 20h; Inert atmosphere;

Reference yield:

2-cyano-5-methyl-3-nitropyridine (1089330-68-6) → 3-amino-5-methylpyridine-2-carbonitrile (1001635-30-8) + 3-amino-5-methyl-pyridine-2-carboxylic acid amide (1208081-47-3)

Guidance literature:

With iron; acetic acid; at 60 - 80 ℃; for 4h;

Reference yield: 89.0%

3-amino-5-methylpyridine-2-carbonitrile (1001635-30-8) + 4-chloro-3-trifluoromethylbenzenesulfonyl chloride (32333-53-2) → 3-(4-chloro-3-trifluoromethyl-benzenesulfonylamino)-5-methyl-pyridine-2-carbonitrile sodium salt

Guidance literature:

3-amino-5-methylpyridine-2-carbonitrile; 4-chloro-3-trifluoromethylbenzenesulfonyl chloride; With pyridine; at 60 ℃; for 13h;

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 0.833333h;

upstream raw materials:

2-cyano-5-methyl-3-nitropyridine

zinc(II) cyanide

3-Amino-2-chloro-5-methylpyridine

Downstream raw materials:

C₁₄H₉ClF₃N₃O₂S

Refernces

• 1、 -. "TRISUBSTITUTED PYRIDO[2,3-D]PYRIMIDINES, METHODS FOR PREPARING SAME AND THERAPEUTIC USES THEREOF". Paragraph 0660; 0661. . Retrieved 2015/07/27.