6-(4-morpholinyl)-3-pyridinylboronic acid

Base Information

• Chemical Name: 6-(4-morpholinyl)-3-pyridinylboronic acid
• CAS No.: 904326-93-8
• Molecular Formula: C9H13BN2O3
• Molecular Weight: 208.025
• Hs Code.: 2934999090
• Mol file: 904326-93-8.mol

Synonyms:Boronicacid, [6-(4-morpholinyl)-3-pyridinyl]- (9CI);[6-(Morpholin-4-yl)pyridin-3-yl]boronic acid;

Chemical Property of 6-(4-morpholinyl)-3-pyridinylboronic acid

Chemical Property:

• Vapor Pressure: 3.31E-09mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 458.6 °C at 760 mmHg
• PKA: 4.68±0.18(Predicted)
• Flash Point: 231.2 °C
• PSA: 65.82000
• Density: 1.3 g/cm³
• LogP: -1.33700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(6-Morpholinopyridin-3-yl)boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-(4-morpholinyl)-3-pyridinylboronic acid

There total 3 articles about 6-(4-morpholinyl)-3-pyridinylboronic acid 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:

bis(pinacol)diborane (73183-34-3) + 5-bromo-2-(4-morpholinyl)pyridine (200064-11-5) → [6-(morpholin-4-yl)pyridin-3-yl]boronic acid (904326-93-8)

Guidance literature:

With tetrakis(triphenylphosphine)platinum; sodium acetate; In 1,4-dioxane; Reflux;

Reference yield:

5-bromo-2-(4-morpholinyl)pyridine (200064-11-5) → [6-(morpholin-4-yl)pyridin-3-yl]boronic acid (904326-93-8)

Guidance literature:

5-bromo-2-(4-morpholinyl)pyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 2h; Inert atmosphere;

With Triisopropyl borate; In diethyl ether; hexane; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm9007399

Reference yield:

2-Amino-3-bromopyridine (13534-99-1) → [6-(morpholin-4-yl)pyridin-3-yl]boronic acid (904326-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / Reflux; Inert atmosphere

2: sodium acetate; tetrakis(triphenylphosphine)platinum / 1,4-dioxane / Reflux

With tetrakis(triphenylphosphine)platinum; sodium acetate; potassium carbonate; In 1,4-dioxane; acetonitrile;

upstream raw materials:

5-bromo-2-(4-morpholinyl)pyridine

bis(pinacol)diborane

2-Amino-3-bromopyridine

Downstream raw materials:

N-(3-(cyclopentyloxy)-4-methoxybenzyl)-6'-morpholino-3,3'-bipyridin-5-amine

6-morpholino-pyridine-3-sulfonic acid amide

2-cyano-1-({4-[6-(morpholin-4-yl)pyridine-3-sulfonyl]phenyl}methyl)-3-(pyridin-4-yl)guanidine

(4-((6-morpholinopyridin-3-yl)sulfonyl)-phenyl)methanamine

Refernces

• 1、 -. "Azaindole derivative myelocyte proliferation inhibitor, preparation method thereof, and application of inhibitor in pharmacy". Paragraph 0163-0164; 0165. . Retrieved 2021/08/07.