1-(2-Chloroethyl)azepane → 1-[4-(2-Azepan-1-ylethoxy)benzyl]-6-(2-hydroxy-8,9-dihydro-7H-benzocyclohepten-6-yl)-1H-pyridin-2-one

HRID 1433845Notes

Reaction equation

HRID 1433845 reaction equation
OC1C=CC(CN2C(C3CCCC4C=C(OC)C=CC=4C=3)=CC=CC2=O)=CC=1.ClCCN1CCCCCC1.[N:39]1([CH2:46][CH2:47][O:48][C:49]2[CH:75]=[CH:74][C:52]([CH2:53][N:54]3[C:59]([C:60]4[CH2:66][CH2:65][CH2:64][C:63]5[CH:67]=[C:68]([O:71]C)[CH:69]=[CH:70][C:62]=5[CH:61]=4)=[CH:58][CH:57]=[CH:56][C:55]3=[O:73])=[CH:51][CH:50]=2)[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1>>[N:39]1([CH2:46][CH2:47][O:48][C:49]2[CH:50]=[CH:51][C:52]([CH2:53][N:54]3[C:59]([C:60]4[CH2:66][CH2:65][CH2:64][C:63]5[CH:67]=[C:68]([OH:71])[CH:69]=[CH:70][C:62]=5[CH:61]=4)=[CH:58][CH:57]=[CH:56][C:55]3=[O:73])=[CH:74][CH:75]=2)[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1

Participants

4

Reactant 3

HCID 166251-(2-Chloroethyl)azepaneHCID 579337691-(4-hydroxybenzyl)-6-(2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-yl)-1H-pyridin-2-oneHCID 666269081-[4-(2-azepan-1-ylethoxy)benzyl]-6-(2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-yl)-1H-pyridin-2-one

Product 1

HCID 579341381-[4-(2-Azepan-1-ylethoxy)benzyl]-6-(2-hydroxy-8,9-dihydro-7H-benzocyclohepten-6-yl)-1H-pyridin-2-oneYield 72.1%

Procedure

Synthesized from 1-(4-hydroxybenzyl)-6-(2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-yl)-1H-pyridin-2-one and 1-(2-chloroethyl)azepane according to an analogous synthetic method to Example 383 described below, 1-[4-(2-azepan-1-ylethoxy)benzyl]-6-(2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-yl)-1H-pyridin-2-one (317 mg) was used according to an analogous synthetic method to Example 111 described below to provide the title compound (222 mg).

Sources & evidence

ORD record
ord-c875cff7500e4357919fa9efa5b53d33
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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