1,5-Dimethyl-1H-pyrazole-4-boronic acid,pinacol ester

Base Information

• Chemical Name: 1,5-Dimethyl-1H-pyrazole-4-boronic acid,pinacol ester
• CAS No.: 1036991-40-8
• Molecular Formula: C11H19BN2O2
• Molecular Weight: 222.095
• Hs Code.: 2934999090
• Mol file: 1036991-40-8.mol

Synonyms:1,5-Dimethyl-1H-pyrazole-4-boronic acid,pinacol ester;1,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1,5-DiMethyl-1H-pyrazol-4-ylboronic acid,pinacol ester;1H-Pyrazole, 1,5-diMethyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property of 1,5-Dimethyl-1H-pyrazole-4-boronic acid,pinacol ester

Chemical Property:

• Melting Point: 87 °C
• Boiling Point: 322.3±30.0 °C(Predicted)
• PKA: 2.66±0.10(Predicted)
• PSA: 36.28000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 1.02770
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

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

1,5-Dimethyl-1H-pyrazole-4-boronic Acid Pinacol Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,5-Dimethyl-1H-pyrazole-4-boronic acid,pinacol ester

Technology Process of 1,5-Dimethyl-1H-pyrazole-4-boronic acid,pinacol ester

There total 1 articles about 1,5-Dimethyl-1H-pyrazole-4-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:

3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (936250-20-3,1430754-36-1) + methyl iodide (74-88-4) → 1,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1036991-40-8) + 1,3-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (1046832-21-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃;

Reference yield: 87.0%

5-chlorobenzothiophene (20532-33-6) + 1,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1036991-40-8) + C10H8BBrNO4 → 4-(3-(benzo[b]thiophen-5-yl)phenyl)-1,5-dimethyl-1H-pyrazole

Guidance literature:

With potassium phosphate; dicyclohexyl(2',6'-dimethoxybiphenyl-4-yl)phosphine; palladium diacetate; In tetrahydrofuran; water; at 90 ℃; for 24h; chemoselective reaction;

DOI:10.1002/anie.201504297

Reference yield: 74.0%

1,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1036991-40-8) + 5-bromo-2-fluorobenzaldehyde (93777-26-5) → 5-(1,5-dimethyl-1H-pyrazol-4-yl)-2-fluorobenzaldehyde (1310532-54-7)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 20 - 100 ℃; for 1h; Microwave irradiation;

upstream raw materials:

3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

methyl iodide

Downstream raw materials:

3-(1,5-dimethyl-1H-pyrazol-4-yl)-1-(phenylsulfonyl)-5-(1,4-dioxaspiro[4.5]decan-8-yl)-1H-pyrrolo[2,3-b]pyridine

5-(1,5-dimethyl-1H-pyrazol-4-yl)-2-fluorobenzaldehyde

5-{1-tert-butyl-2-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-2-[1,2,4]triazol-1-yl-phenyl]-1H-benzoimidazol-5-yl}pyrimidin-2-ylamine

5-(1,5-dimethyl-1H-pyrazol-4-yl)-2-[1,2,4]triazole-1-ylbenzaldehyde

Refernces

• 1、 -. "CYCLOPROPANE AMIDES AND ANALOGS EXHIBITING ANTI-CANCER AND ANTI-PROLIFERATIVE ACTIVITIES". Page/Page column 74. . Retrieved 2010/05/14.