2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

Base Information

• Chemical Name: 2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
• CAS No.: 1372549-60-4
• Molecular Formula: C₃₈H₃₂BF₂N₃O
• Molecular Weight: 595.499
• Mol file: 1372549-60-4.mol

Synonyms:2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

Chemical Property of 2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

There total 3 articles about 2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide 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: 44.0%

5,5-difluoro-8-formyl-2-iodo-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide (1372549-58-0) + 4-(diphenylamino)phenyl boronic acid (201802-67-7) → 2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide (1372549-60-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; toluene; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1002/asia.201100779

Reference yield:

5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide (1189166-58-2) → 2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide (1372549-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Iodine monochloride / methanol; N,N-dimethyl-formamide / 0.42 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; toluene / 24 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; Iodine monochloride; potassium carbonate; In methanol; water; N,N-dimethyl-formamide; toluene; 2: Suzuki coupling;

DOI:10.1002/asia.201100779

Reference yield:

phenyl BODIPY → 2-(4-(diphenylamino)phenyl)-5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide (1372549-60-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 0.58 h / 0 - 20 °C / Inert atmosphere

1.2: 20 - 50 °C / Inert atmosphere

2.1: Iodine monochloride / methanol; N,N-dimethyl-formamide / 0.42 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; toluene / 24 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; Iodine monochloride; potassium carbonate; trichlorophosphate; In methanol; water; N,N-dimethyl-formamide; toluene; 3.1: Suzuki coupling;

DOI:10.1002/asia.201100779

upstream raw materials:

5,5-difluoro-8-formyl-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

5,5-difluoro-8-formyl-2-iodo-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

4-(diphenylamino)phenyl boronic acid