1H-Benzimidazole-5-boronic acid, pinacol ester

Base Information

• Chemical Name: 1H-Benzimidazole-5-boronic acid, pinacol ester
• CAS No.: 1007206-54-3
• Molecular Formula: C13H17BN2O2
• Molecular Weight: 244.101
• Hs Code.: 29339980
• Mol file: 1007206-54-3.mol

Synonyms:5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-benzimidazole;6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-benzo[d]imidazole;

Chemical Property of 1H-Benzimidazole-5-boronic acid, pinacol ester

Chemical Property:

• Melting Point: 202-206°C
• Boiling Point: 495.2±51.0 °C at 760 mmHg
• PKA: 12.31±0.30(Predicted)
• Flash Point: 253.3±30.4 °C
• PSA: 47.14000
• Density: 1.2±0.1 g/cm³
• LogP: 1.86210
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99% ^*data from raw suppliers

1H-Benzimidazole-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1H-Benzimidazole-5-boronic acid, pinacol ester

Technology Process of 1H-Benzimidazole-5-boronic acid, pinacol ester

There total 1 articles about 1H-Benzimidazole-5-boronic acid, pinacol 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: 73.0%

formic acid (64-18-6) + C12H19BN2O4 → 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole (1007206-54-3)

Guidance literature:

With iron; ammonium chloride; In isopropyl alcohol; at 80 ℃; for 1.5h;

DOI:10.1055/s-0030-1259007

Reference yield: 43.0%

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole (1007206-54-3) + (2E)-3-(4-chloropyridin-3-yl)-N-(4-(N-morpholinylmethyl)phenyl)acrylamide → (2E)-3-[4-(1H-1,3-benzodiazol-5-yl)pyridin-3-yl]-N-{4-[(morpholin-4-yl)methyl]phenyl}acrylamide

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; C₃₇H₄₃ClNO₂PPd; caesium carbonate; In 1,2-dimethoxyethane; at 130 ℃; for 2h; Microwave irradiation;

DOI:10.1016/j.bmc.2017.03.049

Reference yield: 21.0%

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole (1007206-54-3) + N-(4-fluorobenzyl)-5-iodopyridin-2-amine → 5-(1H-benzo[d]imidazol-5-yl)-N-(4-fluorobenzyl)pyridin-2-amine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In N,N-dimethyl-formamide; acetonitrile; at 160 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

formic acid

Downstream raw materials:

4-(1H-benzimidazol-5-yl)-N-{[(3R)-1-cyclopropylcarbonyl-3-pyrrolidinyl]methyl}-N-ethylbenzamide

4-(1H-benzimidazol-5-yl)-N-{[(3S)-1-cyclopropylcarbonyl-3-pyrrolidinyl]methyl}-N-methylbenzamide

6-(1H-benzo[d]imidazol-5-yl)-N-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazin-8-amine

Refernces