4-(1H-imidazol-2-ylmethyl)morpholine

Base Information

• Chemical Name: 4-(1H-imidazol-2-ylmethyl)morpholine
• CAS No.: 54534-92-8
• Molecular Formula: C8H13 N3 O
• Molecular Weight: 167.20832
• NSC Number: 116534
• DSSTox Substance ID: DTXSID30297542
• Wikidata: Q82038688
• ChEMBL ID: CHEMBL1741444
• Mol file: 54534-92-8.mol

Synonyms:54534-92-8;4-(1H-imidazol-2-ylmethyl)morpholine;4-[(1H-imidazol-2-yl)methyl]morpholine;NSC116534;4-(1H-IMIDAZOL-2-YLMETHYL)-MORPHOLINE;NSC-116534;4-((1H-imidazol-2-yl)methyl)morpholine;NCIStruc1_000008;NCIStruc2_000016;SCHEMBL7278898;CHEMBL1741444;DTXSID30297542;AKCDXDJPRPTLCF-UHFFFAOYSA-N;CCG-37800;NCGC00014165;NCI116534;2-((4-morpholinyl)methyl)-imidazole;AKOS006282805;NCGC00014165-02;NCGC00097274-01;NCI60_000374;CS-0243689;EN300-267161;Z1171447846

Chemical Property of 4-(1H-imidazol-2-ylmethyl)morpholine

Chemical Property:

• Vapor Pressure: 1.6E-05mmHg at 25°C
• Boiling Point: 365.2°C at 760 mmHg
• Flash Point: 174.7°C
• PSA: 41.15000
• Density: 1.208g/cm³
• LogP: 0.17980
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.105862047
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

95% ^*data from raw suppliers

4-[(1H-imidazol-2-yl)methyl]morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1CC2=NC=CN2

Technology Process of 4-(1H-imidazol-2-ylmethyl)morpholine

There total 2 articles about 4-(1H-imidazol-2-ylmethyl)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: 74.0%

1-Benzyl-2-morpholinomethylimidazole (85102-36-9) → 4-((1H-imidazol-2-yl)methyl)morpholine (54534-92-8)

Guidance literature:

With sodium; In ammonia; for 0.05h;

DOI:10.1055/s-1982-30092

Reference yield: 57.0%

morpholine (110-91-8,99108-56-2) + 2-imidazolecarbaldehyde (10111-08-7) → 4-((1H-imidazol-2-yl)methyl)morpholine (54534-92-8)

Guidance literature:

With methanol; sodium tetrahydroborate; at 60 ℃; for 2h;

Reference yield: 63.0%

4-((1H-imidazol-2-yl)methyl)morpholine (54534-92-8) + 1-bromo-3-phenylprop-2-yne (1794-48-5) → 2-Morpholinomethyl-1-(3-phenyl-2-propynyl)-imidazole (85102-40-5)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; at -5 - 0 ℃; for 2h;

DOI:10.1055/s-1982-30092

upstream raw materials:

1-Benzyl-2-morpholinomethylimidazole

morpholine

2-imidazolecarbaldehyde

Downstream raw materials:

2-Morpholinomethyl-1-(3-phenyl-2-propynyl)-imidazole

Refernces

• 1、 -. "LRRK2 INHIBITORS". Page/Page column 121-122. . Retrieved 2013/02/28.
• 2、 Galons, Herve,Bergerat, Isabelle,Combet Farnoux, Claude,Miocque, Marcel. "Synthesis of Imidazopyridines from 1-(2-Alkynyl)-2-aminomethylimidazoles". . p. 1103 - 1105. Retrieved 2007/10/02.