3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)benzonitrile

Base Information

• Chemical Name: 3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)benzonitrile
• CAS No.: 1446521-18-1
• Molecular Formula: C₂₀H₁₈BF₂N₃
• Molecular Weight: 349.191

Synonyms:3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)benzonitrile

Chemical Property of 3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)benzonitrile

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Technology Process of 3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)benzonitrile

There total 2 articles about 3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)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: 42.0%

2,4-dimethyl-1H-pyrrole (625-82-1) + 3-Cyanobenzaldehyde (24964-64-5) + boron trifluoride diethyl etherate (109-63-7) → 3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)benzonitrile (1446521-18-1)

Guidance literature:

2,4-dimethyl-1H-pyrrole; 3-Cyanobenzaldehyde; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;

boron trifluoride diethyl etherate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h;

DOI:10.1039/c8ob01499j

Reference yield: 30.2%

2,4-dimethyl-1H-pyrrole (625-82-1) + 3-Cyanobenzaldehyde (24964-64-5) → 3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)benzonitrile (1446521-18-1)

Guidance literature:

2,4-dimethyl-1H-pyrrole; 3-Cyanobenzaldehyde; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

With boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; Inert atmosphere;

DOI:10.1002/anie.201301100

Reference yield: 81.0%

3-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinin-10-yl)benzonitrile (1446521-18-1) → 4,4-difluoro-2,6-diiodo-1,3,5,7-tetramethyl-8-(3′-cyanophenyl)-4-bora-3a,4a-diaza-s-indacene

Guidance literature:

With N-iodo-succinimide; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201907093

upstream raw materials:

2,4-dimethyl-1H-pyrrole

3-Cyanobenzaldehyde

boron trifluoride diethyl etherate

Downstream raw materials:

C₂₁H₁₉BF₂N₆

5,5-difluoro-1,3,7,9-tetramethyl-10-(3-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl)-5H-4λ4,5λ4-dipyrrolo[1,2-c:2’,1’-f][1,3,2]diazaborinine

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