4-(4-Bromophenethyl)morpholine

Base Information

• Chemical Name: 4-(4-Bromophenethyl)morpholine
• CAS No.: 736991-39-2
• Molecular Formula: C12H16BrNO
• Molecular Weight: 270.169
• Hs Code.: 2934999090
• Mol file: 736991-39-2.mol

Synonyms:

Chemical Property of 4-(4-Bromophenethyl)morpholine

Chemical Property:

• PSA: 12.47000
• LogP: 2.26170
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Bromophenethyl)morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-(4-Bromophenethyl)morpholine is used as a reactant in the preparation of methyllysine reader protein L3MBTL3 inhibitors.

Technology Process of 4-(4-Bromophenethyl)morpholine

There total 10 articles about 4-(4-Bromophenethyl)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: 97.0%

2-(4-bromophenyl)-1-(morpholin-4-yl)ethan-1-one (349428-85-9) → 4-[2-(4-bromophenyl)ethyl]morpholine (736991-39-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -30 - 20 ℃; for 2.5h; Inert atmosphere;

Reference yield: 72.0%

morpholine (110-91-8,99108-56-2) + 1-bromo-4-(2-bromoethyl)benzene (1746-28-7) → 4-[2-(4-bromophenyl)ethyl]morpholine (736991-39-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 14h;

DOI:10.1021/jacs.7b03131

Reference yield: 70.0%

morpholine (110-91-8,99108-56-2) + p-bromophenylacetaldehyde (27200-79-9) → 4-[2-(4-bromophenyl)ethyl]morpholine (736991-39-2)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2019.05.041

upstream raw materials:

formaldehyd

morpholin-4-ium 2,2,2-trifluoroacetate

bromo-[(4-bromophenyl)methyl]zinc

1,1'-oxybis(2-bromo-ethane)

Downstream raw materials:

4-{2-[4-(4,4,5,5-tetramethyl[1,3,2] dioxaborolan-2-yl)phenyl]ethyl}morpholine

(1R,2S)-(E)-5'-methoxy-2-(3-(4-(2-morpholinoethyl)styryl)-1H-indazol-6-yl)spiro(cyclopropane-1,3'-indolin)-2'-one 2,2,2-trifluoroacetate

(1R,2S)-(E)-5'-methoxy-2-(3-(4-(2-morpholinoethyl)styryl)-1H-indazol-6-yl)spiro(cyclopropane-1,3'-indolin)-2'-one

(E)-4-(4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenethyl)morpholine

Refernces

• 1、 Le Bihan, Yann-Va?,Lanigan, Rachel M.,Atrash, Butrus,McLaughlin, Mark G.,Velupillai, Srikannathasan,Malcolm, Andrew G.,England, Katherine S.,Ruda, Gian Filippo,Mok, N. Yi,Tumber, Anthony,Tomlin, Kathy,Saville, Harry,Shehu, Erald,McAndrew, Craig,Carmichael, LeAnne,Bennett, James M.,Jeganathan, Fiona,Eve, Paul,Donovan, Adam,Hayes, Angela,Wood, Francesca,Raynaud, Florence I.,Fedorov, Oleg,Brennan, Paul E.,Burke, Rosemary,van Montfort, Rob L.M.,Rossanese, Olivia W.,Blagg, Julian,Bavetsias, Vassilios. "C8-substituted pyrido[3,4-d]pyrimidin-4(3H)-ones: Studies towards the identification of potent, cell penetrant Jumonji C domain containing histone lysine demethylase 4 subfamily (KDM4)inhibitors, compound profiling in cell-based target engagement assays". supporting information. p. 316 - 337. Retrieved 2019/06/05.
• 2、 Andrews, Keith G.,Summers, Declan M.,Donnelly, Liam J.,Denton, Ross M.. "Catalytic reductive N-alkylation of amines using carboxylic acids". . p. 1855 - 1858. Retrieved 2016/02/12.