1-(Benzyloxy)-4-ethynyl-2-fluorobenzene → 2-Fluoro-4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenol

HRID 1434122Notes

Reaction equation

HRID 1434122 reaction equation
C(OC1C=CC(C#C)=CC=1F)C1C=CC=CC=1.IC1C=C(OC)C=CC=1C1CCC2C(=CC=C(OC)C=2)C1.C([O:46][C:47]1[CH:52]=[CH:51][C:50]([C:53]#[C:54][C:55]2[CH:60]=[C:59]([O:61][CH3:62])[CH:58]=[CH:57][C:56]=2[CH:63]2[CH2:72][CH2:71][C:70]3[C:65](=[CH:66][CH:67]=[C:68]([O:73][CH3:74])[CH:69]=3)[CH2:64]2)=[CH:49][C:48]=1[F:75])C1C=CC=CC=1>>[F:75][C:48]1[CH:49]=[C:50]([CH2:53][CH2:54][C:55]2[CH:60]=[C:59]([O:61][CH3:62])[CH:58]=[CH:57][C:56]=2[CH:63]2[CH2:72][CH2:71][C:70]3[C:65](=[CH:66][CH:67]=[C:68]([O:73][CH3:74])[CH:69]=3)[CH2:64]2)[CH:51]=[CH:52][C:47]=1[OH:46]

Participants

4

Reactant 3

HCID 230872161-(Benzyloxy)-4-ethynyl-2-fluorobenzeneHCID 230875592-(2-Iodo-4-methoxyphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthaleneHCID 697745502-[2-(4-Benzyloxy-3-fluorophenylethynyl)-4-methoxyphenyl]-6-methoxy-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 579345142-Fluoro-4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenolYield 85.3%

Procedure

Synthesized from 1-benzyloxy-4-ethynyl-2-fluorobenzene and 2-(2-iodo-4-methoxyphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene according to an analogous synthetic method to Preparation Example 45, 2-[2-(4-benzyloxy-3-fluorophenylethynyl)-4-methoxyphenyl]-6-methoxy-1,2,3,4-tetrahydronaphthalene (776 mg) was used according to an analogous synthetic method to Example 22 to provide the title compound (546 mg).

Sources & evidence

ORD record
ord-2470a8f71b474c9b831d43475c559003
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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