2-Bromomethylnaphthalene → N-(4-Chlorophenyl)-N'-{[4-(2-naphthylmethyl)Morpholin-2-yl]methyl}urea

HRID 1371422Notes

Reaction equation

HRID 1371422 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.Br[CH2:20][C:21]1[CH:30]=[CH:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=1>>[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][C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH:22]=3)[CH2:14]2)=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 703202-BromomethylnaphthaleneHCID 23089254N-(4-Chlorophenyl)-N'-(morpholin-2-ylmethyl)urea

Product 1

HCID 10294982N-(4-Chlorophenyl)-N'-{[4-(2-naphthylmethyl)Morpholin-2-yl]methyl}ureaYield 34.2%

Procedure

Example 23 was prepared in an analogous manner to Example 19 using a mixture of Intermediate 9 (0.01 g) and 2-(bromomethyl)naphthalene (0.009 g) to give the title compound (0.0052 g). LC-MS (System A): Rt 2.81 mins, Mass Spectrum m/z 410 [MH+].

Workup

  1. customExample 23 was prepared in an analogous manner to Example 19 using

Sources & evidence

ORD record
ord-53d6683de43543db964d5c27b9cc2e3c
Source dataset
uspto-grants-2007_01
Patent number
US07157457B2

Reaction notes

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