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 1950338Notes

Reaction equation

HRID 1950338 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-fff2a330bae446b8a0470a67d90b0fab
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

Loading…