5-(1-Piperidinylmethyl)thiophene-2-boronic acid pinacol ester

Base Information

• Chemical Name: 5-(1-Piperidinylmethyl)thiophene-2-boronic acid pinacol ester
• CAS No.: 1218790-44-3
• Molecular Formula: C16H26BNO2S
• Molecular Weight: 307.265
• Hs Code.: 2934999090
• Mol file: 1218790-44-3.mol

Synonyms:5-(1-Piperidinylmethyl)thiophene-2-boronic acid pinacol ester;1-{[5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]methyl}piperidine;1-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)piperidine

Chemical Property of 5-(1-Piperidinylmethyl)thiophene-2-boronic acid pinacol ester

Chemical Property:

• Melting Point: 64-68℃
• PSA: 49.94000
• LogP: 2.97110

Purity/Quality:

97% ^*data from raw suppliers

5-(Piperidinomethyl)-2-thiopheneboronic acid pinacol ester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(1-Piperidinylmethyl)thiophene-2-boronic acid pinacol ester

There total 3 articles about 5-(1-Piperidinylmethyl)thiophene-2-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: 84.7%

1-(5-bromo-2-thiophen-2-ylmethyl)-piperidine (860344-84-9) + bis(pinacol)diborane (73183-34-3) → 1-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)piperidine (1218790-44-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 5h; Inert atmosphere;

Reference yield:

piperidine (110-89-4) → 1-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)piperidine (1218790-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / 20 °C

1.2: 0 - 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 5 h / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; dichloromethane;

Reference yield:

5-bromo-2-thiophencarboxaldehyde (4701-17-1) → 1-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)piperidine (1218790-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / 20 °C

1.2: 0 - 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 5 h / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; dichloromethane;

upstream raw materials:

1-(5-bromo-2-thiophen-2-ylmethyl)-piperidine

bis(pinacol)diborane

piperidine

5-bromo-2-thiophencarboxaldehyde

Downstream raw materials:

(+/-)-4-(2-amino-5-(5-(piperidin-1-ylmethyl)thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzamide

(+/-)-methyl 4-(2-amino-5-(5-(piperidin-1-ylmethyl)thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

C₃₁H₂₇F₂N₃O₄S₂

C₃₁H₂₉F₂N₃O₃S₂

Refernces