5-(naphthalen-2-yl)pyrimidin-4-amine

Base Information

• Chemical Name: 5-(naphthalen-2-yl)pyrimidin-4-amine
• CAS No.: 5000-31-7
• Molecular Formula: C₁₄H₁₁N₃
• Molecular Weight: 221.261
• Mol file: 5000-31-7.mol

Synonyms:Pyrimidine,4-amino-5-(2-naphthyl)- (7CI,8CI); 4-Amino-5-(2-naphthyl)pyrimidine; NSC 274905

Chemical Property of 5-(naphthalen-2-yl)pyrimidin-4-amine

Chemical Property:

• Vapor Pressure: 1.31E-07mmHg at 25°C
• Boiling Point: 430.3°Cat760mmHg
• Flash Point: 243.9°C
• Density: 1.246g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(naphthalen-2-yl)pyrimidin-4-amine

There total 6 articles about 5-(naphthalen-2-yl)pyrimidin-4-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: 39.0%

formamide (77287-34-4,77287-35-5,60100-09-6) + 2-(naphthalen-2-yl)-3-oxopropanenitrile (51074-11-4) → 4-Amino-5-(2)-naphthyl-pyrimidin (5000-31-7)

Guidance literature:

With ammonium acetate; at 180 ℃; for 1h;

DOI:10.1021/ja201743j

Reference yield:

2-bromonaphthalene (580-13-2) → 4-Amino-5-(2)-naphthyl-pyrimidin (5000-31-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium fluoride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water / dimethyl sulfoxide / 16 h / 130 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran; mineral oil / 20 - 50 °C / Inert atmosphere

3: ammonium acetate / 1 h / 180 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; ammonium acetate; water; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; 1: Domino Suzuki coupling and fragmentation reaction / 2: Claisen condensation;

DOI:10.1021/ja201743j

Reference yield:

4-(naphthalen-2-yl)isoxazole (1295629-84-3) → 4-Amino-5-(2)-naphthyl-pyrimidin (5000-31-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium fluoride; water / methanol / 16 h / 90 °C

2: sodium hydride / tetrahydrofuran; mineral oil / 20 - 50 °C / Inert atmosphere

3: ammonium acetate / 1 h / 180 °C

With potassium fluoride; ammonium acetate; water; sodium hydride; In tetrahydrofuran; methanol; mineral oil; 2: Claisen condensation;

DOI:10.1021/ja201743j

upstream raw materials:

4-(naphthalen-2-yl)isoxazole

2-bromonaphthalene

2-iodonaphthalene

formamide

Refernces

• 1、 Koyama,Hirota,Yamato,Kohki. "Reactions of benzylcarbonyl compounds with formamide. X. α Acyl α naphthylacetonitriles (Japanese)". . p. 1481 - 1483. Retrieved 2007/10/04.