1-(2-(4-Bromo-2-fluorophenoxy)ethyl)piperidine → HCID 57934254, compound

HRID 1950298Notes

Reaction equation

HRID 1950298 reaction equation
COC1C=CC(C=CC2C=CC(OC)=CC=2)=C(N)C=1.BrC1C=CC(OCCN2CCCCC2)=C(F)C=1.[F:37][C:38]1[CH:39]=[C:40]([NH:53][C:54]2[CH:59]=[C:58]([O:60]C)[CH:57]=[CH:56][C:55]=2[C:62]#[C:63][C:64]2[CH:69]=[CH:68][C:67]([O:70]C)=[CH:66][CH:65]=2)[CH:41]=[CH:42][C:43]=1[O:44][CH2:45][CH2:46][N:47]1[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1>>[F:37][C:38]1[CH:39]=[C:40]([NH:53][C:54]2[CH:59]=[C:58]([OH:60])[CH:57]=[CH:56][C:55]=2[C:62]#[C:63][C:64]2[CH:69]=[CH:68][C:67]([OH:70])=[CH:66][CH:65]=2)[CH:41]=[CH:42][C:43]=1[O:44][CH2:45][CH2:46][N:47]1[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52]1

Participants

4

Reactant 3

HCID 230870721-(2-(4-Bromo-2-fluorophenoxy)ethyl)piperidineHCID 66626951HCID 66626951, compoundHCID 66627194HCID 66627194, compound

Product 1

HCID 57934254HCID 57934254, compoundYield 56.6%

Procedure

Synthesized from 5-methoxy-2-[2-(4-methoxyphenyl)vinyl]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-(4-methoxyphenylethynyl)phenyl]amine (124 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (66 mg).

Sources & evidence

ORD record
ord-9c351a50a3b44a8fa4998a7415406132
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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