4,4'-Dichlorobutyrophenone → N-(4-Chlorophenyl)-N'-({4-[4-(4-chlorophenyl)-4-oxobutyl]morpholin-2-yl)methyl}urea

HRID 1371438Notes

Reaction equation

HRID 1371438 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][CH2:12][CH:13]2[O:18][CH2:17][CH2:16][NH:15][CH2:14]2)=[O:10])=[CH:4][CH:3]=1.Cl[CH2:20][CH2:21][CH2:22][C:23]([C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=1)=[O:24]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][CH2:12][CH:13]2[O:18][CH2:17][CH2:16][N:15]([CH2:20][CH2:21][CH2:22][C:23]([C:25]3[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=3)=[O:24])[CH2:14]2)=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27237814,4'-DichlorobutyrophenoneHCID 23089254N-(4-Chlorophenyl)-N'-(morpholin-2-ylmethyl)urea

Product 1

HCID 10204250N-(4-Chlorophenyl)-N'-({4-[4-(4-chlorophenyl)-4-oxobutyl]morpholin-2-yl)methyl}ureaYield 25.8%

Procedure

Example 41 was prepared in an analogous manner to Example 19 using a mixture of Intermediate 9 (0.01 g) and 4-chloro-1-(4-chlorophenyl)butan-1-one (0.0089 g) to give the title compound (0.0043 g). LC-MS (System A): Rt 2.83 mins, Mass Spectrum m/z 450 [MH+].

Workup

  1. customExample 41 was prepared in an analogous manner to Example 19 using

Sources & evidence

ORD record
ord-509bb4ea55d04628ab541ed5af7cd48d
Source dataset
uspto-grants-2007_01
Patent number
US07157457B2

Reaction notes

Loading…