{5-Methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}methyl[4-(2-piperidin-1-ylethoxy)benzyl]amine → 4-[2-(4-Hydroxyphenyl)ethyl]-3-{methyl-[4-(2-piperidin-1-ylethoxy)benzyl]amino}phenol

HRID 1950295Notes

Reaction equation

HRID 1950295 reaction equation
COC1C=CC(CCC2C=CC(OC)=CC=2)=C(NCC2C=CC(OCCN3CCCCC3)=CC=2)C=1.C[O:37][C:38]1[CH:39]=[CH:40][C:41]([CH2:62][CH2:63][C:64]2[CH:69]=[CH:68][C:67]([O:70]C)=[CH:66][CH:65]=2)=[C:42]([N:44]([CH3:61])[CH2:45][C:46]2[CH:51]=[CH:50][C:49]([O:52][CH2:53][CH2:54][N:55]3[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]3)=[CH:48][CH:47]=2)[CH:43]=1>>[OH:70][C:67]1[CH:68]=[CH:69][C:64]([CH2:63][CH2:62][C:41]2[CH:40]=[CH:39][C:38]([OH:37])=[CH:43][C:42]=2[N:44]([CH3:61])[CH2:45][C:46]2[CH:51]=[CH:50][C:49]([O:52][CH2:53][CH2:54][N:55]3[CH2:56][CH2:57][CH2:58][CH2:59][CH2:60]3)=[CH:48][CH:47]=2)=[CH:65][CH:66]=1

Participants

3

Reactant 2

HCID 11294745{5-Methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}methyl[4-(2-piperidin-1-ylethoxy)benzyl]amineHCID 11340477{5-Methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}[4-(2-piperidin-1-ylethoxy)benzyl]amine

Product 1

HCID 117755524-[2-(4-Hydroxyphenyl)ethyl]-3-{methyl-[4-(2-piperidin-1-ylethoxy)benzyl]amino}phenolYield 88.2%

Procedure

Synthesized from {5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}[4-(2-piperidin-1-ylethoxy)benzyl]amine (780 mg) according to an analogous synthetic method to Preparation Example 18, {5-methoxy-2-[2-(4-methoxyphenyl)ethyl]phenyl}methyl[4-(2-piperidin-1-ylethoxy)benzyl]amine (380 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (316 mg).

Sources & evidence

ORD record
ord-66edcb62694548288732a91a7236c4c5
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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