1-(2-(4-Bromo-2-fluorophenoxy)ethyl)piperidine → HCID 66627898, compound

HRID 1950264Notes

Reaction equation

HRID 1950264 reaction equation
COC1C=CC(C2C(C)(C)C3C(CC=2)=CC(OC)=CC=3)=C(N)C=1.BrC1C=CC(OCCN2CCCCC2)=C(F)C=1.[F:41][C:42]1[CH:43]=[C:44]([NH:57][C:58]2[CH:63]=[C:62]([O:64]C)[CH:61]=[CH:60][C:59]=2[C:66]2[C:67](C)(C)[C:68]3[C:73]([CH2:74][CH:75]=2)=[CH:72][C:71]([O:76]C)=[CH:70][CH:69]=3)[CH:45]=[CH:46][C:47]=1[O:48][CH2:49][CH2:50][N:51]1[CH2:56][CH2:55][CH2:54][CH2:53][CH2:52]1>>[F:41][C:42]1[CH:43]=[C:44]([NH:57][C:58]2[CH:63]=[C:62]([OH:64])[CH:61]=[CH:60][C:59]=2[C:66]2[CH2:67][C:68]3[CH:69]=[CH:70][C:71]([OH:76])=[CH:72][C:73]=3[CH2:74][CH:75]=2)[CH:45]=[CH:46][C:47]=1[O:48][CH2:49][CH2:50][N:51]1[CH2:56][CH2:55][CH2:54][CH2:53][CH2:52]1

Participants

4

Reactant 3

HCID 230870721-(2-(4-Bromo-2-fluorophenoxy)ethyl)piperidineHCID 23087231HCID 23087231, compoundHCID 66627800HCID 66627800, compound

Product 1

HCID 66627898HCID 66627898, compoundYield 77.2%

Procedure

Synthesized from 5-methoxy-2-(6-methoxy-1,1-dimethyl-1,4-dihydronaphthalen-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-1,1-dimethyl-1,4-dihydronaphthalen-2-yl)phenyl]amine (439 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (303 mg).

Sources & evidence

ORD record
ord-baee5b63f6a04e20a84425ae700c3c9d
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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