6-(3-Fluoro-phenyl)-5-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-ol hydrochloride → 5-[4-(2-Azepan-1-yl-ethoxy)-phenoxy]-6-(3-fluoro-phenyl)-naphthalen-2-ol hydrochloride

HRID 1513876Notes

Reaction equation

HRID 1513876 reaction equation
[ClH:1].FC1C=C(C2C(OC3C=CC(OCCN4CCCCC4)=CC=3)=C3C(=CC=2)C=C(O)C=C3)C=CC=1.Cl.[F:37][C:38]1[CH:39]=[C:40]([C:44]2[CH:53]=[CH:52][C:51]3[C:46](=[CH:47][CH:48]=[C:49]([O:54]C)[CH:50]=3)[C:45]=2[O:56][C:57]2[CH:72]=[CH:71][C:60]([O:61][CH2:62][CH2:63][N:64]3[CH2:70][CH2:69][CH2:68][CH2:67][CH2:66][CH2:65]3)=[CH:59][CH:58]=2)[CH:41]=[CH:42][CH:43]=1>>[ClH:1].[N:64]1([CH2:63][CH2:62][O:61][C:60]2[CH:59]=[CH:58][C:57]([O:56][C:45]3[C:44]([C:40]4[CH:41]=[CH:42][CH:43]=[C:38]([F:37])[CH:39]=4)=[CH:53][CH:52]=[C:51]4[C:46]=3[CH:47]=[CH:48][C:49]([OH:54])=[CH:50]4)=[CH:72][CH:71]=2)[CH2:70][CH2:69][CH2:68][CH2:67][CH2:66][CH2:65]1

Participants

3

Reactant 2

HCID 670042196-(3-Fluoro-phenyl)-5-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-ol hydrochlorideHCID 670045941-(2-{4-[2-(3-Fluoro-phenyl)-6-methoxy-naphthalen-1-yloxy]phenoxy}-ethyl)-azepane hydrochloride

Product 1

HCID 670047185-[4-(2-Azepan-1-yl-ethoxy)-phenoxy]-6-(3-fluoro-phenyl)-naphthalen-2-ol hydrochlorideYield 52%

Procedure

Prepare this compound following the procedure to make 6-(3-fluoro-phenyl)-5-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-ol hydrochloride above starting with 1-(2-{-4-[2-(3-fluoro-phenyl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-azepane hydrochloride, to get a 52% yield of the free of the title compound after radial chromatography. Form the hydrochloride salt by adding 0.8 mL of a 1 M HCl in Et2O solution: mass spectrum (ion spray) m/z=472 (M−Cl).

Workup

  1. customPrepare this compound

Sources & evidence

ORD record
ord-c11d1e37a65e4c2f88bb4a683f0dfb40
Source dataset
uspto-grants-2012_07
Patent number
US08217032B2

Reaction notes

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