5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide

Base Information

• Chemical Name: 5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide
• CAS No.: 1314022-95-1
• Molecular Formula: C₂₈H₁₈BF₅N₂O₂S₂
• Molecular Weight: 584.398
• Mol file: 1314022-95-1.mol

Synonyms:5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide

Chemical Property of 5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[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 5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide

There total 3 articles about 5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[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: 50.0%

2,8-dibromo-5,5-difluoro-11-(trifluoromethyl)-5H-thieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide (1527485-09-1) + 4-methoxyphenylboronic acid (5720-07-0) → 5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide (1314022-95-1)

Guidance literature:

2,8-dibromo-5,5-difluoro-11-(trifluoromethyl)-5H-thieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide; 4-methoxyphenylboronic acid; With sodium carbonate; In tetrahydrofuran; water; toluene; for 0.166667h; Inert atmosphere;

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; toluene; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1002/asia.201300855

Reference yield: 33.4%

C28H19F3N2O2S2 → 5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide (1314022-95-1)

Guidance literature:

With boron trifluoride diethyl etherate; triethylamine; at 80 ℃; for 0.5h;

DOI:10.1021/ol2014076

Reference yield:

2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylic acid → 5,5-difluoro-2,8-bis(4-methoxyphenyl)-11-(trifluoromethyl)-5Hthieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’:4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide (1314022-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: sodium carbonate / toluene; tetrahydrofuran; water / 0.17 h / Inert atmosphere

2.2: 2 h / 80 °C / Inert atmosphere

With sodium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; 2.1: |Suzuki Coupling / 2.2: |Suzuki Coupling;

DOI:10.1002/asia.201300855

upstream raw materials:

2,8-dibromo-5,5-difluoro-11-(trifluoromethyl)-5H-thieno[2’,3’:4,5]pyrrolo[1,2-c]thieno[2’,3’4,5]pyrrolo[2,1-f][1,3,2]diazaborinin-4-ium-5-uide

4-methoxyphenylboronic acid

Downstream raw materials:

3,7-dibromo-2,8-di(4-methoxyphenyl)-11-trifluoromethyl-dithieno[2,3-b]-[3,2-g]-5,5-difluoro-5-bora-3a,4a-diaza-s-indacene

3,7,9,12-tetrabromo-2,8-di(4-methoxyphenyl)-11-trifluoromethyl-dithieno[2,3-b]-[3,2-g]-5,5-difluoro-5-bora-3a,4a-diaza-s-indacene

C₃₅H₂₂BF₃N₂O₅S₂