5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine

Base Information

• Chemical Name: 5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine
• CAS No.: 1160553-64-9
• Molecular Formula: C₁₅H₁₂BN₃
• Molecular Weight: 245.091
• Mol file: 1160553-64-9.mol

Synonyms:5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine

Chemical Property of 5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine

There total 2 articles about 5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine 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: 94.0%

5-(2-aminophenyl)-1H-pyrazole (111562-32-4) + phenylboronic acid (98-80-6) → 5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine (1160553-64-9)

Guidance literature:

In toluene; for 1h; Inert atmosphere; Reflux; Dean-Stark;

DOI:10.1021/acs.orglett.7b00041

Reference yield:

quinolin-4-ol (611-36-9) → 5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine (1160553-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate; hydrazine hydrochloride / ethylene glycol / 1 h / 200 °C / Inert atmosphere; Microwave irradiation

2: toluene / 1 h / Inert atmosphere; Reflux; Dean-Stark

With hydrazine hydrochloride; hydrazine hydrate; In ethylene glycol; toluene;

DOI:10.1021/acs.orglett.7b00041

Reference yield: 98.0%

5-phenyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine (1160553-64-9) + Dimethylphenylsilane (766-77-8) → C6H4B(N3HC9H6)Si(CH3)2C6H5 (1160553-79-6)

Guidance literature:

With norborn-2-ene; carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); In toluene; 5 equiv of silane-compound, 6 mol% of Ru-complex, norbornene, toluene, 135°C, 6-12 h;

upstream raw materials:

5-(2-aminophenyl)-1H-pyrazole

phenylboronic acid

quinolin-4-ol

Downstream raw materials:

C₆H₄B(N₃HC₉H₆)Si(CH₃)2(C(CH₃)3)

5-(2-(triethylsilyl)phenyl)-5,6-dihydrobenzo[e]pyrazole[1,5-c][1,3,2]diazaborinine

C₆H₄B(N₃HC₉H₆)Si(CH₃)2C₆H₅

C₆H₄B(N₃HC₉H₆)Si(CH₃)2(CH₂C₆H₅)