4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile

Base Information

• Chemical Name: 4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile
• CAS No.: 1370706-10-7
• Molecular Formula: C₂₅H₂₃F₂N₃O₂
• Molecular Weight: 435.473
• Mol file: 1370706-10-7.mol

Synonyms:4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile

Chemical Property of 4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile

There total 7 articles about 4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile 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:

C25H21F2N3O2 → 4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile (1370706-10-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2012.01.059

Reference yield:

(2,4-dimethyl-7-nitro-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methanol (1056737-05-3) → 4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile (1370706-10-7)

Guidance literature:

Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / Reflux

2: palladium on carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C

3: sodium triacetoxyborohydride / 1,2-dichloro-ethane / 6 h / 20 °C

With sodium triacetoxyborohydride; di-isopropyl azodicarboxylate; palladium on carbon; hydrogen; triphenylphosphine; In tetrahydrofuran; 1,2-dichloro-ethane; 1: Mitsunobu reaction;

DOI:10.1016/j.bmcl.2011.06.089

Reference yield:

4-[(2,4-dimethyl-7-nitro-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile (1056737-14-4) → 4-((7-((3,5-difluorobenzyl)amino)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy)benzonitrile (1370706-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C

2: sodium triacetoxyborohydride / 1,2-dichloro-ethane / 6 h / 20 °C

With sodium triacetoxyborohydride; palladium on carbon; hydrogen; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2011.06.089

upstream raw materials:

(2,4-dimethyl-7-nitro-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methanol

4-[(2,4-dimethyl-7-nitro-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

3,4-dihydro-2-methyl-7-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester

5-Nitro-2-aminophenol

Downstream raw materials:

C₂₉H₃₂F₂N₄O₄

ethyl 2-((2-((4-cyanophenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetate

2-((2-((4-carbamimidoylphenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)acetic acid

ethyl 2-((2-((4-cyanophenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)-2-oxoacetate