2-formyl-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY

Base Information

• Chemical Name: 2-formyl-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY
• CAS No.: 1355953-62-6
• Molecular Formula: C₃₂H₃₀BF₂N₅O
• Molecular Weight: 549.431
• Mol file: 1355953-62-6.mol

Synonyms:

Chemical Property of 2-formyl-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-formyl-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY

There total 2 articles about 2-formyl-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY 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: 91.0%

3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY (1355953-61-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-formyl-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY (1355953-62-6)

Guidance literature:

With POCl₃; In chloroform; N,N-dimethyl-formamide; (Ar); stirring a mixt. of DMF and POCl3 in an ice bath for 5 min, warming to room temp., stirring for 1 h, addn. of a soln. of boron compd. in CHCl3, stirring for 2 h at room temp., cooling to room temp.; slow addn. to aq. NaHCO3 under ice cooling, warming to room temp., stirring for 30 min, washing with water, drying org. layer over Na2SO4, evapn. in vac., column chromy. (alumina gel, ethyl acetate/hexane 1:3);

DOI:10.1039/c1dt10797f

Reference yield:

ClC4H3NCC6H5C4N(CH3)2CH2CH3 (1355953-56-8) → 2-formyl-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY (1355953-62-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / toluene

2: triethylamine / acetonitrile

3: POCl₃ / N,N-dimethyl-formamide; chloroform

With triethylamine; POCl₃; In chloroform; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1039/c1dt10797f

Reference yield: 25.0%

8-amino quinoline (578-66-5) + 2-formyl-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY (1355953-62-6) + sodium tris(acetoxy)borohydride (56553-60-7) → 2-(quinolin-8-ylaminomethyl)-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY (1338225-50-5)

Guidance literature:

In 1,2-dichloro-ethane; addn. of boron compd. and quinoline deriv. to 1,2-dichloroethane, stirring for 24 h at room temp., addn. of hydride, stirring overnight; evapn. in vac., flash chromy. (alumina gel, hexane/ethyl acetate 5:1);

DOI:10.1039/c1dt10797f

upstream raw materials:

3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY

N,N-dimethyl-formamide

ClC₄H₃NCC₆H₅C₄N(CH₃)2CH₂CH₃

Downstream raw materials:

Zn(ClO₄)(C₅H₄NCH₂)2NC₄H(CH₂NHC₉H₆N)NCC₆H₅C₄N(CH₃)2CH₂CH₃BF₂⁽¹⁺⁾

2-(quinolin-8-ylaminomethyl)-3-(4-(bis(pyridine-2-ylmethyl)amino))-5,7-dimethyl-6-ethyl-8-phenyl-BODIPY