2-Chloroethyldiisopropylammonium chloride → 6-{2-{2-[4-(2-Diisopropylaminoethoxy)phenyl]ethyl}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950307Notes

Reaction equation

HRID 1950307 reaction equation
COC1C=CC(C2CCC3C(=CC=C(OC)C=3)C2)=C(CCC2C=CC(O)=CC=2)C=1.Cl.ClCCN(C(C)C)C(C)C.[CH:41]([N:44]([CH:76]([CH3:78])[CH3:77])[CH2:45][CH2:46][O:47][C:48]1[CH:53]=[CH:52][C:51]([CH2:54][CH2:55][C:56]2[CH:61]=[C:60]([O:62]C)[CH:59]=[CH:58][C:57]=2[CH:64]2[CH2:73][CH2:72][C:71]3[C:66](=[CH:67][CH:68]=[C:69]([O:74]C)[CH:70]=3)[CH2:65]2)=[CH:50][CH:49]=1)([CH3:43])[CH3:42]>>[CH:76]([N:44]([CH:41]([CH3:43])[CH3:42])[CH2:45][CH2:46][O:47][C:48]1[CH:49]=[CH:50][C:51]([CH2:54][CH2:55][C:56]2[CH:61]=[C:60]([OH:62])[CH:59]=[CH:58][C:57]=2[CH:64]2[CH2:73][CH2:72][C:71]3[CH:70]=[C:69]([OH:74])[CH:68]=[CH:67][C:66]=3[CH2:65]2)=[CH:52][CH:53]=1)([CH3:78])[CH3:77]

Participants

4

Reactant 3

HCID 779422-Chloroethyldiisopropylammonium chlorideHCID 23087353Diisopropyl{2-{4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenoxy}ethyl}amineHCID 579342224-{2-[5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenol

Product 1

HCID 579342156-{2-{2-[4-(2-Diisopropylaminoethoxy)phenyl]ethyl}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 35.8%

Procedure

Synthesized from 4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenol and (2-chloroethyl)diisopropylamine hydrochloride according to an analogous synthetic method to Preparation Example 40, diisopropyl {2-{4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenoxy}ethyl}amine (183 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (62 mg).

Sources & evidence

ORD record
ord-bb35d2d3722e4de1938ba33c8daa66e6
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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