4-(Pyridin-2-yl)pyrimidin-2-amine

Base Information

• Chemical Name: 4-(Pyridin-2-yl)pyrimidin-2-amine
• CAS No.: 66521-65-1
• Molecular Formula: C9H8N4
• Molecular Weight: 172.189
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70377514
• Nikkaji Number: J749.717B
• Wikidata: Q82166754
• ChEMBL ID: CHEMBL3251544
• Mol file: 66521-65-1.mol

Synonyms:66521-65-1;4-(pyridin-2-yl)pyrimidin-2-amine;4-(2-pyridinyl)-2-pyrimidinamine;4-pyridin-2-ylpyrimidin-2-amine;2-Amino-4-(2-pyridinyl)-pyrimidine;MFCD00138711;2-Pyrimidinamine,4-(2-pyridinyl)-;pyridylpyrimidine-2-amine;2-PYRIMIDINAMINE, 4-(2-PYRIDINYL)-;SCHEMBL460135;CHEMBL3251544;2-amino-4(2-pyridyl)pyrimidine;DTXSID70377514;4-(2-Pyridyl)pyrimidin-2-amine;RHXVSZXHWDQESH-UHFFFAOYSA-N;BBL028263;STK978775;AKOS000345293;AB03806;2-AMINO-4-(2-PYRIDYL)PYRIMIDINE;CS-0171469;FT-0674198;4-(2-pyridinyl)-2-pyrimidinamine, AldrichCPR;EN300-6272252;10B-006

Chemical Property of 4-(Pyridin-2-yl)pyrimidin-2-amine

Chemical Property:

• Vapor Pressure: 1.76E-07mmHg at 25°C
• Melting Point: 137-139 °C
• Refractive Index: 1.641
• Boiling Point: 426.5 °C at 760 mmHg
• PKA: 3.34±0.10(Predicted)
• Flash Point: 241.5 °C
• PSA: 64.69000
• Density: 1.259 g/cm³
• LogP: 1.70200
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 172.074896272
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

4-(2-Pyridinyl)-2-pyrimidinamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=NC(=NC=C2)N
• Uses: Intermediate in the preparation of Nilotinib.

Technology Process of 4-(Pyridin-2-yl)pyrimidin-2-amine

There total 12 articles about 4-(Pyridin-2-yl)pyrimidin-2-amine 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%

guanidine nitrate (506-93-4) + (2E)-3-(dimethylamino)-1-(2-pyridyl)prop-2-en-1-one (66521-54-8,75415-00-8,123367-25-9) → 4-(pyridin-2-yl)pyrimidine-2-ylamine (66521-65-1)

Guidance literature:

With sodium; In ethanol; for 16h; Heating;

DOI:10.1055/s-1996-4330

Reference yield: 80.72%

3-(dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one (66521-54-8,75415-00-8,123367-25-9) + guanidine nitrate (113-00-8) → 4-(pyridin-2-yl)pyrimidine-2-ylamine (66521-65-1)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol; at 95 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1107/S2053229619015523

Reference yield: 80.0%

diguanidine carbonate (593-85-1,90332-86-8,3425-08-9) + (2E)-3-(dimethylamino)-1-(2-pyridyl)prop-2-en-1-one (66521-54-8,75415-00-8,123367-25-9) → 4-(pyridin-2-yl)pyrimidine-2-ylamine (66521-65-1)

Guidance literature:

With sodium; In ethanol; for 24h; Inert atmosphere; Reflux;

DOI:10.1002/ejic.201300480

upstream raw materials:

guanidine nitrate

(2E)-3-(dimethylamino)-1-(2-pyridyl)prop-2-en-1-one

2-acetylpyridine

guanidine nitrate

Downstream raw materials:

N-(4-methyl-3-(4-(pyridin-2-yl)pyrimidin-2-ylamino)phenyl)-4-((4-methylpiperazin-1-yl)methyl) benzamide

4-chloromethyl-N-[4-methyl-3-(4-pyridin-2-yl-pyrimidin-2-ylamino)-phenyl]-benzamide

N-(5-amino-2-methylphenyl)-4-(3-pyridyl)-2-pyridinamine

N-(2-methyl-5-nitrophenyl)-4-(pyridin-2-yl)pyrimidin-2-amine

Refernces

• 1、 Hagimori, Masayori,Karimine, Yasushi,Mizuyama, Naoko,Hara, Fumiko,Fujino, Takeshi,Saji, Hideo,Mukai, Takahiro. "Selective Cadmium Fluorescence Probe Based on Bis-heterocyclic Molecule and its Imaging in Cells". . p. 1161 - 1167. Retrieved 2021/05/21.
• 2、 Saavedra, Beatriz,González-Gallardo, Nerea,Meli, Alessandro,Ramón, Diego J.. "A Bipyridine-Palladium Derivative as General Pre-Catalyst for Cross-Coupling Reactions in Deep Eutectic Solvents". . p. 3868 - 3879. Retrieved 2019/07/12.