1-Chloro-2-(diethylamine)ethane hydrochloride → 6-{2-{{2-[4-(2-Diethylaminoethoxy)phenyl]ethyl}ethylamino}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423909Notes

Reaction equation

HRID 2423909 reaction equation
C(N(C1C=C(OC)C=CC=1C1CCC2C(=CC=C(OC)C=2)C1)CCC1C=CC(O)=CC=1)C.Cl.ClCCN(CC)CC.[CH2:42]([N:44]([CH2:79][CH3:80])[CH2:45][CH2:46][O:47][C:48]1[CH:53]=[CH:52][C:51]([CH2:54][CH2:55][N:56]([CH2:77][CH3:78])[C:57]2[CH:62]=[C:61]([O:63]C)[CH:60]=[CH:59][C:58]=2[CH:65]2[CH2:74][CH2:73][C:72]3[C:67](=[CH:68][CH:69]=[C:70]([O:75]C)[CH:71]=3)[CH2:66]2)=[CH:50][CH:49]=1)[CH3:43]>>[CH2:79]([N:44]([CH2:42][CH3:43])[CH2:45][CH2:46][O:47][C:48]1[CH:53]=[CH:52][C:51]([CH2:54][CH2:55][N:56]([CH2:77][CH3:78])[C:57]2[CH:62]=[C:61]([OH:63])[CH:60]=[CH:59][C:58]=2[CH:65]2[CH2:74][CH2:73][C:72]3[CH:71]=[C:70]([OH:75])[CH:69]=[CH:68][C:67]=3[CH2:66]2)=[CH:50][CH:49]=1)[CH3:80]

Participants

4

Reactant 3

HCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 230871104-{2-{Ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amino}ethyl}phenolHCID 66626459HCID 66626459, compound

Product 1

HCID 579340096-{2-{{2-[4-(2-Diethylaminoethoxy)phenyl]ethyl}ethylamino}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

Procedure

Synthesized from 4-{2-{ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amino}ethyl}phenol (324 mg) and (2-chloroethyl)diethylamine hydrochloride (168 mg) according to an analogous synthetic method to Preparation Example 40, the total amount of {2-[4-(2-diethylaminoethoxy)phenyl]ethyl}ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine was used according to an analogous synthetic method to Example 111 to provide the title compound (212 mg).

Workup

  1. customaccording to an analogous synthetic method to Preparation Example 40

Sources & evidence

ORD record
ord-aa71a5102bf6493a859450f4c8ae8913
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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