2-Morpholinopyridin-4-ylboronic acid

Base Information

• Chemical Name: 2-Morpholinopyridin-4-ylboronic acid
• CAS No.: 952206-85-8
• Molecular Formula: C9H13BN2O3
• Molecular Weight: 208.025
• Hs Code.: 2934999090
• Mol file: 952206-85-8.mol

Synonyms:2-Morpholinopyridin-4-ylboronic acid;2-Morpholinopyridine-4-boronic acid;b-[2-(4-morpholinyl)-4-pyridinyl]-boronic acid;Boronic acid,B-[2-(4-morpholinyl)-4-pyridinyl]-

Chemical Property of 2-Morpholinopyridin-4-ylboronic acid

Chemical Property:

• PSA: 65.82000
• LogP: -1.33700
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

98.5% ^*data from raw suppliers

2-Morpholinopyridine-4-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Morpholinopyridin-4-ylboronic acid

There total 2 articles about 2-Morpholinopyridin-4-ylboronic 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: 90.0%

4-(4-bromopyridin-2-yl)morpholine (1040377-12-5) + bis(pinacol)diborane (73183-34-3) → [2-(morpholin-4-yl)pyridin-4-yl]boronic acid (952206-85-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; water; at 80 ℃; for 12h; Inert atmosphere;

Reference yield:

4-bromo-2-fluoropyridine (128071-98-7) → [2-(morpholin-4-yl)pyridin-4-yl]boronic acid (952206-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / 12 h / 100 °C

2: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 12 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; caesium carbonate; In 1,4-dioxane;

Reference yield:

[2-(morpholin-4-yl)pyridin-4-yl]boronic acid (952206-85-8) + 3-iodo-4-methoxy-6-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridine (1347759-41-4) → 4-(4-(4-methoxy-6-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)pyridin-2-yl)morpholine (1347759-43-6)

Guidance literature:

With potassium acetate; sodium carbonate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In water; acetonitrile; at 150 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

4-bromo-2-fluoropyridine

4-(4-bromopyridin-2-yl)morpholine

bis(pinacol)diborane

Downstream raw materials:

4-(4-(4-methoxy-6-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)pyridin-2-yl)morpholine

(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-morpholinopyridin-4-yl)benzo[d]thiazol-6-yl)acetic acid

Refernces

• 1、 -. "INDAZOLES AND AZAINDAZOLES AS LRRK2 INHIBITORS". . . Retrieved 2021/09/11.