4-(3-Bromopyridin-2-yl)morpholine

Base Information

• Chemical Name: 4-(3-Bromopyridin-2-yl)morpholine
• CAS No.: 54231-38-8
• Molecular Formula: C9H11BrN2O
• Molecular Weight: 243.1
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70585975
• Nikkaji Number: J894.896H
• Wikidata: Q82477991
• Mol file: 54231-38-8.mol

Synonyms:4-(3-bromopyridin-2-yl)morpholine;54231-38-8;3-Bromo-2-morpholinopyridine;3-Bromo-2-(4-morpholino)pyridine;SCHEMBL1432779;DTXSID70585975;MFCD00498942;AKOS010632418;AB06360;AM87051;BS-28625;CS-0205513;3-bromo-2-(4-morpholino)pyridine, AldrichCPR;A870515;J-511826

Chemical Property of 4-(3-Bromopyridin-2-yl)morpholine

Chemical Property:

• Melting Point: 94-95 °C
• Boiling Point: 337.1±42.0 °C(Predicted)
• PKA: 3.21±0.10(Predicted)
• PSA: 25.36000
• Density: 1.499±0.06 g/cm3(Predicted)
• LogP: 1.74570
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 242.00548
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-2-morpholinopyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=C(C=CC=N2)Br

Technology Process of 4-(3-Bromopyridin-2-yl)morpholine

There total 3 articles about 4-(3-Bromopyridin-2-yl)morpholine 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: 81.0%

morpholine (110-91-8,99108-56-2) + 3-bromo-2-chloropyridine (52200-48-3) → 4-(3-bromopyridin-2-yl)morpholine (54231-38-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 30h; Inert atmosphere; Glovebox;

DOI:10.1139/cjc-2017-0671

Reference yield: 60.0%

3-Bromopyridine (626-55-1,163928-56-1) + 4-(benzoyloxy)morpholine (5765-65-1) → 4-(3-bromopyridin-2-yl)morpholine (54231-38-8)

Guidance literature:

3-Bromopyridine; With 2,2,6,6-bis(tetramethylpiperidine)zinc lithium chloride complex; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

4-(benzoyloxy)morpholine; With copper diacetate; In tetrahydrofuran; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1002/anie.201311029

Reference yield:

morpholine (110-91-8,99108-56-2) + 3-bromo-2-nitropyridine (54231-33-3) → 4-(3-bromopyridin-2-yl)morpholine (54231-38-8)

Guidance literature:

In methanol; Heating;

DOI:10.1007/BF00480925

upstream raw materials:

morpholine

3-bromo-2-nitropyridine

3-bromo-2-chloropyridine

3-Bromopyridine

Refernces

• 1、 McDonald, Stacey L.,Hendrick, Charles E.,Bitting, Katie J.,Wang, Qiu. "Copper-catalyzed electrophilic amination of heteroaromatic and aromatic C-H bonds via TMPZnCl.·LiCl mediated metalation". . p. 356 - 372. Retrieved 2016/08/23.
• 2、 Hansen, Henriette M.,Lysén, Morten,Begtrup, Mikael,Kristensen, Jesper L.. "Synthesis of azaphenanthridines via anionic ring closure". . p. 9955 - 9960. Retrieved 2007/10/03.