4-[4-(4-Fluorophenyl)-1-(2,2,6,6-tetramethylpiperidin-4-yl)-1H-imidazol-5-yl]pyrimidin-2-amine

Base Information

• Chemical Name: 4-[4-(4-Fluorophenyl)-1-(2,2,6,6-tetramethylpiperidin-4-yl)-1H-imidazol-5-yl]pyrimidin-2-amine
• CAS No.: 180869-35-6
• Molecular Formula: C₂₂H₂₇FN₆
• Molecular Weight: 394.495
• Mol file: 180869-35-6.mol

Synonyms:

Chemical Property of 4-[4-(4-Fluorophenyl)-1-(2,2,6,6-tetramethylpiperidin-4-yl)-1H-imidazol-5-yl]pyrimidin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[4-(4-Fluorophenyl)-1-(2,2,6,6-tetramethylpiperidin-4-yl)-1H-imidazol-5-yl]pyrimidin-2-amine

There total 7 articles about 4-[4-(4-Fluorophenyl)-1-(2,2,6,6-tetramethylpiperidin-4-yl)-1H-imidazol-5-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:

N-[(4-fluorophenyl)[(4-methylphenyl)sulfonyl]methyl]formamide (165806-94-0) → 5-(2-Aminopyrimidin-4-yl)-4-(4-fluorophenyl)-1-(2,2,6,6-tetramethylpiperidin-4-yl)imidazole (180869-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / POCl₂, triethylamine / tetrahydrofuran / -5 - 0 °C

2: 1.) K₂CO₃, 2), N,N-dimethylformamide dimethyl acetal, 3.) K₂CO₃ / 1.) water, DMSO, room temperature, 19 h, 2.) toluene, 100 deg C, 10 h, 3.) 100 deg C, 7 h

With potassium carbonate; N,N-dimethyl-formamide dimethyl acetal; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo980248v

Reference yield:

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE (36768-62-4) → 5-(2-Aminopyrimidin-4-yl)-4-(4-fluorophenyl)-1-(2,2,6,6-tetramethylpiperidin-4-yl)imidazole (180869-35-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / TBME / H₂O / Ambient temperature

2: 78 percent / K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

3: 2.) NaOMe / 1.) 100 deg C, 6 h, 2.) MeOH, 1-PrOH, 80 deg C, 17 h

With tert-butyl methyl ether; sodium methylate; potassium carbonate; In water; N,N-dimethyl-formamide;

DOI:10.1021/jo980248v

Reference yield:

1-((4-fluorophenyl)(isocyano)methylsulfonyl)-4-methylbenzene (165806-95-1) → 5-(2-Aminopyrimidin-4-yl)-4-(4-fluorophenyl)-1-(2,2,6,6-tetramethylpiperidin-4-yl)imidazole (180869-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

2: 2.) NaOMe / 1.) 100 deg C, 6 h, 2.) MeOH, 1-PrOH, 80 deg C, 17 h

With sodium methylate; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jo980248v

upstream raw materials:

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

guanidine hydrochloride

1-((4-fluorophenyl)(isocyano)methylsulfonyl)-4-methylbenzene

2-oxopropanal

Refernces

• 1、 Sisko, Joseph. "A One-Pot Synthesis of 1-(2,2,6,6-tetramethyl-4-piperidinyl)-4-(4-fluorophenyl)-5-(2-amino-4- pyrimidinyl)-imidazole: A Potent Inhibitor of P38 MAP Kinase". . p. 4529 - 4531. Retrieved 2007/10/03.
• 2、 -. "Compounds". . . Retrieved 2008/06/13.