1-(2-(4-Bromo-2-fluorophenoxy)ethyl)piperidine → HCID 57934199, compound

HRID 2423844Notes

Reaction equation

HRID 2423844 reaction equation
COC1C=CC(C2N(C)C3C(C=2)=CC=C(OC)C=3)=C(N)C=1.BrC1C=CC(OCCN2CCCCC2)=C(F)C=1.[F:39][C:40]1[CH:41]=[C:42]([NH:55][C:56]2[CH:61]=[C:60]([O:62]C)[CH:59]=[CH:58][C:57]=2[C:64]2[N:65]([CH3:75])[C:66]3[C:71]([CH:72]=2)=[CH:70][CH:69]=[C:68]([O:73]C)[CH:67]=3)[CH:43]=[CH:44][C:45]=1[O:46][CH2:47][CH2:48][N:49]1[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50]1>>[F:39][C:40]1[CH:41]=[C:42]([NH:55][C:56]2[CH:61]=[C:60]([OH:62])[CH:59]=[CH:58][C:57]=2[C:64]2[N:65]([CH3:75])[C:66]3[C:71]([CH:72]=2)=[CH:70][CH:69]=[C:68]([OH:73])[CH:67]=3)[CH:43]=[CH:44][C:45]=1[O:46][CH2:47][CH2:48][N:49]1[CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]1

Participants

4

Reactant 3

HCID 230870721-(2-(4-Bromo-2-fluorophenoxy)ethyl)piperidineHCID 23087237HCID 23087237, compoundHCID 66627192[3-fluoro-4-(2-piperidin-1-ylethoxy)phenyl][5-methoxy-2-(6-methoxy-1-methyl-1H-indol-2-yl)phenyl]amine

Product 1

HCID 57934199HCID 57934199, compoundYield 44.1%

Procedure

Synthesized from 5-methoxy-2-(6-methoxy-1-methyl-1H-indol-2-yl)phenylamine and 1-[2-(4-bromo-2-fluorophenoxy)ethyl]piperidine according to an analogous synthetic method to Example 116, [3-fluoro-4-(2-piperidin-1-ylethoxy)phenyl][5-methoxy-2-(6-methoxy-1-methyl-1H-indol-2-yl)phenyl]amine (60 mg) was used according to an analogous synthetic method to Example 364 described below to provide the title compound (25 mg).

Sources & evidence

ORD record
ord-e17fb84e70404bc6ba203f429a13bd9c
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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