Piperidine, 1-(2-chloroethyl)-, hydrochloride → 2-{5-Methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}-5-(2-piperidin-1-ylethoxy)-2,3-dihydro-1H-isoindole

HRID 1950297Notes

Reaction equation

HRID 1950297 reaction equation
OC1C=C2C(=CC=1)C(=O)N(C1C=C(OC)C=CC=1CCC1C=CC(OC)=CC=1)C2=O.Cl.ClCCN1CCCCC1.[CH3:41][O:42][C:43]1[CH:44]=[CH:45][C:46]([CH2:69][CH2:70][C:71]2[CH:76]=[CH:75][C:74]([O:77][CH3:78])=[CH:73][CH:72]=2)=[C:47]([N:49]2[C:57](=O)[C:56]3[C:51](=[CH:52][CH:53]=[C:54]([O:59][CH2:60][CH2:61][N:62]4[CH2:67][CH2:66][CH2:65][CH2:64][CH2:63]4)[CH:55]=3)[C:50]2=O)[CH:48]=1>>[CH3:41][O:42][C:43]1[CH:44]=[CH:45][C:46]([CH2:69][CH2:70][C:71]2[CH:76]=[CH:75][C:74]([O:77][CH3:78])=[CH:73][CH:72]=2)=[C:47]([N:49]2[CH2:57][C:56]3[C:51](=[CH:52][CH:53]=[C:54]([O:59][CH2:60][CH2:61][N:62]4[CH2:63][CH2:64][CH2:65][CH2:66][CH2:67]4)[CH:55]=3)[CH2:50]2)[CH:48]=1

Participants

4

Reactant 3

HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 230870655-Hydroxy-2-{5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl} isoindole-1,3-dioneHCID 230873992-{5-Methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}-5-(2-piperidin-1-ylethoxy)isoindole-1,3-dione

Product 1

HCID 579344252-{5-Methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}-5-(2-piperidin-1-ylethoxy)-2,3-dihydro-1H-isoindoleYield 86.3%

Procedure

Synthesized from 5-hydroxy-2-{5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}isoindole-1,3-dione and 1-(2-chloroethyl)piperidine hydrochloride according to an analogous synthetic method to Example 383 described below, 2-{5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}-5-(2-piperidin-1-ylethoxy)isoindole-1,3-dione (772 mg) was used according to an analogous synthetic method to Example 337 to provide the title compound (630 mg).

Sources & evidence

ORD record
ord-60136d8a5f294983b4908a0cd5afe465
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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