6-Methylpyridinyl-2-boronic acid MIDA ester

Base Information

• Chemical Name: 6-Methylpyridinyl-2-boronic acid MIDA ester
• CAS No.: 1227700-42-6
• Molecular Formula: C₁₁H₁₃BN₂O₄
• Molecular Weight: 248.046
• Mol file: 1227700-42-6.mol

Synonyms:6-methyl-2-pyridyl MIDA boronate

Chemical Property of 6-Methylpyridinyl-2-boronic acid MIDA ester

Chemical Property:

• Melting Point: 264-268°C
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Methyl-2-pyridinylboronic acid MIDA ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: MIDA Boronates as stable boronic acid surrogates for classically challenging cross-couplings.Suzuki Cross-Coupling with MIDA Boronates

Technology Process of 6-Methylpyridinyl-2-boronic acid MIDA ester

There total 2 articles about 6-Methylpyridinyl-2-boronic acid MIDA ester 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: 58.0%

→ 6-methyl-2-pyridyl MIDA boronate (1227700-42-6)

Guidance literature:

Reference yield:

N-methyliminodiacetic acid (4408-64-4) + C15H27BNO3(1-)*Li(1+) → 6-methyl-2-pyridyl MIDA boronate (1227700-42-6)

Guidance literature:

In dimethyl sulfoxide; at 115 ℃; Inert atmosphere;

DOI:10.1021/ol100671v

Reference yield: 72.0%

6-methyl-2-pyridyl MIDA boronate (1227700-42-6) + 4-tert-butoxychlorobenzene (18995-35-2) → 2-(4-(tertbutoxy)phenyl)-6-methylpyridine (1374997-10-0)

Guidance literature:

With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; copper diacetate; 2,2'-iminobis[ethanol]; In N,N-dimethyl-formamide; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201108608

upstream raw materials:

N-methyliminodiacetic acid

Downstream raw materials:

2-(4-(tertbutoxy)phenyl)-6-methylpyridine

C₁₈H₁₆BF₃N₂O₄

Refernces

• 1、 Dick, Graham R.,Knapp, David M.,Gillis, Eric P.,Burke, Martin D.. "General method for synthesis of 2-heterocyclic N-methyliminodiacetic acid boronates". supporting information; experimental part. p. 2314 - 2317. Retrieved 2010/08/04.