1-(2-(4-Bromo-2-fluorophenoxy)ethyl)piperidine → 3-[3-Fluoro-4-(2-piperidin-1-ylethoxy)phenylamino]-4-naphthalen-2-ylphenol

HRID 2423707Notes

Reaction equation

HRID 2423707 reaction equation
BrC1C=CC(OCCN2CCCCC2)=C(F)C=1.[F:18][C:19]1[CH:20]=[C:21]([NH:34][C:35]2[CH:40]=[C:39]([O:41]C)[CH:38]=[CH:37][C:36]=2[C:43]2[CH:52]=[CH:51][C:50]3[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=3)[CH:44]=2)[CH:22]=[CH:23][C:24]=1[O:25][CH2:26][CH2:27][N:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1>>[F:18][C:19]1[CH:20]=[C:21]([NH:34][C:35]2[CH:40]=[C:39]([OH:41])[CH:38]=[CH:37][C:36]=2[C:43]2[CH:52]=[CH:51][C:50]3[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=3)[CH:44]=2)[CH:22]=[CH:23][C:24]=1[O:25][CH2:26][CH2:27][N:28]1[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

3

Reactant 2

HCID 230870721-(2-(4-Bromo-2-fluorophenoxy)ethyl)piperidineHCID 66625495[3-Fluoro-4-(2-piperidin-1-ylethoxy)phenyl](5-methoxy-2-naphthalen-2-ylphenyl)amine

Product 1

HCID 579342693-[3-Fluoro-4-(2-piperidin-1-ylethoxy)phenylamino]-4-naphthalen-2-ylphenolYield 86.3%

Procedure

Synthesized from 5-methoxy-2-naphthalen-2-ylamine 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-naphthalen-2-ylphenyl)amine (350 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (293 mg).

Sources & evidence

ORD record
ord-478a2eb5c3ec4edbadfdf5c21ace1519
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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