5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine → HCID 57934496, compound

HRID 1950147Notes

Reaction equation

COC1C=CC(C2CCC3C(=CC=C(OC)C=3)C2)=C(N)C=1.BrC1C=CC(OCCN(C(C)C)C(C)C)=C(F)C=1.[CH:40]([N:43]([CH:75]([CH3:77])[CH3:76])[CH2:44][CH2:45][O:46][C:47]1[CH:52]=[CH:51][C:50]([NH:53][C:54]2[CH:59]=[C:58]([O:60]C)[CH:57]=[CH:56][C:55]=2[CH:62]2[CH2:71][CH2:70][C:69]3[C:64](=[CH:65][CH:66]=[C:67]([O:72]C)[CH:68]=3)[CH2:63]2)=[CH:49][C:48]=1[F:74])([CH3:42])[CH3:41]>>[CH:75]([N:43]([CH:40]([CH3:42])[CH3:41])[CH2:44][CH2:45][O:46][C:47]1[CH:52]=[CH:51][C:50]([NH:53][C:54]2[CH:59]=[C:58]([OH:60])[CH:57]=[CH:56][C:55]=2[CH:62]2[CH2:71][CH2:70][C:69]3[CH:68]=[C:67]([OH:72])[CH:66]=[CH:65][C:64]=3[CH2:63]2)=[CH:49][C:48]=1[F:74])([CH3:76])[CH3:77]

Participants

Reactant 3

HCID 230872055-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine

HCID 23087434HCID 23087434, compound

HCID 66625503HCID 66625503, compound

Product 1

HCID 57934496HCID 57934496, compoundYield 22.3%

Procedure

Synthesized from 5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine and [2-(4-bromo-2-fluorophenoxy)ethyl]diisopropylamine according to an analogous synthetic method to Example 116, [4-(2-diisopropylaminoethoxy)-3-fluorophenyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (133 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (28 mg).

Sources & evidence

ORD record: ord-e920a73caa2e426e878ea542f2ff429b
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08399520B2

Reaction notes

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