On May 8, 2003, Ghosh, Shomir; Patane, Michael A.; Carson, Kenneth G.; Chi, I-Cheng Shannon; Ye, Qing; Elder, Amy M.; Jenkins, Tracy J. published a patent.Synthetic Route of 66855-92-3 The title of the patent was Preparation of compounds as C-C chemokine receptor 8 antagonists, pharmaceutical compositions and use against inflammatory or viral disorders. And the patent contained the following:
The invention relates to (shown as I; variables defined below; e.g. 1-[1-(2′,6′-dichlorobiphenyl-3-ylmethyl)piperidin-4-yl]-1,3-dihydrobenzimidazol-2-one and 3-(3-phenoxybenzyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine). Preferred compounds are antagonists of C-C chemokine receptor 8 (no data). The invention also relates to a method for treating a subject having an inflammatory disorder or viral disorder comprising administering to a subject in need thereof an effective amount of a compound of the invention. Although the methods of preparation are not claimed, hundreds of example preparations are included. For I: L = O, S, NRa, a bond, SO2, C(O), and (CR’R”)m; Ra = H, (un)substituted alkyl, alkylaryl, and cycloalkyl; a is 0 to 3; b is 0 to 3; m is 1 to 8; R’ and R” = H, (un)substituted alkyl, cyano and (un)substituted alkenyl. R6, R7, R8, R9 and R10 = H, hydroxy, halogen, (un)substituted C1-C10 alkyl, (un)substituted C2-C10 alkenyl, (un)substituted C2-C10 alkynyl, (un)substituted C3-C10 cycloalkyl, (un)substituted C3-C10 cycloalkenyl, (un)substituted C3-C10 cycloalkynyl, (un)substituted C3-C10 cycloalkoxy, cyano, C1-C10 alkoxy, C2-C10 alkenyloxy, C2-C10 alkynyloxy, benzyloxy, (un)substituted amino, (un)substituted amido, O(CF3), C(O)O(R1), C(O)(R1), -SO2NR1R2, trifluoromethyl, aryl, aralkyl, heteroaryl and heteroaralkyl. R1 and R2 = H and (un)substituted alkyl; Q3 is (un)substituted alkyl; R11-R19 = H, hydroxy, halogen, (un)substituted alkyl, (un)substituted alkenyl, (un)substituted alkynyl, (un)substituted cycloalkyl, (un)substituted cycloalkenyl, (un)substituted cycloalkynyl, cyano, alkoxy, alkenyloxy, alkynyloxy, benzyloxy, (un)substituted amino, (un)substituted amido, O(CF3), C(O)O(R41), -C(O)(R41), -SO2NR41R42, trifluoromethyl, aryl, aralkyl, heteroaryl and heteroaralkyl; R41 and R42 = H, (un)substituted alkyl, (un)substituted alkenyl, (un)substituted alkynyl, (un)substituted cycloalkyl, (un)substituted cycloalkenyl, (un)substituted cycloalkynyl, (un)substituted amino, trifluoromethyl, aryl, aralkyl, heteroaryl and heteroaralkyl; or R41 and R42 may be linked via a C2-C8 (un)substituted alkyl or alkenyl bridge where â? carbons may be replaced by O, S or NR46. Q5 = -N(R20)C(O)(CR41R42)1-3-, 1-N(R20)C(O)cycloalkyl (ring size = 3-9), N(R20)C(O)-substituted azacycloalkyl; R20 and R46 = H, hydroxy, (un)substituted alkyl, (un)substituted alkenyl, (un)substituted alkynyl, (un)substituted cycloalkyl, optionally cycloalkenyl, (un)substituted cycloalkynyl, (un)substituted amino, (un)substituted amido, -C(O)O(R41), -C(O)(R41), -SO2NR4R42, trifluoromethyl, aryl, aralkyl, heteroaryl or heteroaralkyl; and Q6 = (un)substituted aromatic ring, (un)substituted nonaromatic heterocycle, and (un)substituted heteroaromatic ring; or R18 or R19 together with Q5Q6 and the atoms to which they are bonded form an (un)substituted nonaromatic carbocyclic group, (un)substituted nonaromatic heterocyclic group, (un)substituted aryl ring or (un)substituted heteroaryl ring. Addnl. details are given in the claims. The experimental process involved the reaction of 3-(2-Methoxyphenoxy)benzaldehyde(cas: 66855-92-3).Synthetic Route of 66855-92-3
The Article related to ccr8 chemokine receptor antagonist preparation anti inflammatory antiviral agent, Heterocyclic Compounds (More Than One Hetero Atom): Diazepines and other aspects.Synthetic Route of 66855-92-3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem