1,2-BENZENEDIAMINE, N1-METHYL-4-[[2-[5-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL]-4-PYRIDINYL]OXY]-

Base Information

• Chemical Name: 1,2-BENZENEDIAMINE, N1-METHYL-4-[[2-[5-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL]-4-PYRIDINYL]OXY]-
• CAS No.: 927880-89-5
• Molecular Formula: C16H14F3N5O
• Molecular Weight: 349.315
• Mol file: 927880-89-5.mol

Synonyms:1,2-BENZENEDIAMINE, N1-METHYL-4-[[2-[5-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL]-4-PYRIDINYL]OXY]-;1,2-BENZENEDIAMINE,N1-METHYL-4-[[2-[5-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL]-4-PYRIDINYL]OXY]-;

Chemical Property of 1,2-BENZENEDIAMINE, N1-METHYL-4-[[2-[5-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL]-4-PYRIDINYL]OXY]-

Chemical Property:

• Boiling Point: 563.3±50.0 °C (760 mmHg)
• PSA: 88.85000
• Density: 1.423±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: 4.56090

Purity/Quality:

99%min ^*data from raw suppliers

1,2-Benzenediamine,N1-methyl-4-[[2-[5-(trifluoromethyl)-1H-imidazol-2-yl]-4-pyridinyl]oxy]- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-BENZENEDIAMINE, N1-METHYL-4-[[2-[5-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL]-4-PYRIDINYL]OXY]-

There total 6 articles about 1,2-BENZENEDIAMINE, N1-METHYL-4-[[2-[5-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL]-4-PYRIDINYL]OXY]- 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: 96.0%

N-methyl-2-nitro-4-((2-(5-(trifluoromethyl)-1H-imidazol-2-yl)pyridin-4-yl)oxy)aniline (927880-88-4) → N1-methyl-4-((2-(5-(trifluoromethyl)-1H-imidazol-2-yl)pyridin-4-yl)oxy)benzene-1,2-diamine (927880-89-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; ethyl acetate; for 48h;

Reference yield:

(4-(4-(methylamino)-3-nitrophenoxy)pyridin-2-yl)methanol (611226-24-5) → N1-methyl-4-((2-(5-(trifluoromethyl)-1H-imidazol-2-yl)pyridin-4-yl)oxy)benzene-1,2-diamine (927880-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: manganese(IV) oxide / chloroform / 48 h / 20 °C

2.1: sodium acetate / water / 0.67 h / 100 °C

2.2: 20 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 48 h

With manganese(IV) oxide; palladium 10% on activated carbon; hydrogen; sodium acetate; In methanol; chloroform; water; ethyl acetate;

DOI:10.1021/ml500526p

Reference yield:

tert-butyl 4-(4-(methylamino)-3-nitrophenoxy)picolinate (611225-63-9) → N1-methyl-4-((2-(5-(trifluoromethyl)-1H-imidazol-2-yl)pyridin-4-yl)oxy)benzene-1,2-diamine (927880-89-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: manganese(IV) oxide / chloroform / 48 h / 20 °C

3.1: sodium acetate / water / 0.67 h / 100 °C

3.2: 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 48 h

With manganese(IV) oxide; lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; sodium acetate; In tetrahydrofuran; methanol; chloroform; water; ethyl acetate;

DOI:10.1021/ml500526p

upstream raw materials:

N-methyl-2-nitro-4-((2-(5-(trifluoromethyl)-1H-imidazol-2-yl)pyridin-4-yl)oxy)aniline

tert-butyl 4-(4-(methylamino)-3-nitrophenoxy)picolinate

(4-(4-(methylamino)-3-nitrophenoxy)pyridin-2-yl)methanol

4-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carbaldehyde

Downstream raw materials:

CHIR-265

Refernces

• 1、 -. "FORMULATIONS FOR BENZIMIDAZOLYL PYRIDYL ETHERS". Page/Page column 28-29. . Retrieved 2008/06/13.
• 2、 -. "SOLID FORMS OF A RAF KINASE INHIBITOR". Page/Page column 59. . Retrieved 2009/01/20.