3-(4-Fluoro-phenyl)-benzofuran-6-ol → (2S)-3-(4-{3-[3-(4-Fluoro-phenyl)-benzofuran-6-yloxy]-prop-1-ynyl}-phenyl)-2-methoxy-propionic acid

HRID 459084Notes

Reaction equation

HRID 459084 reaction equation
C([O:3][C:4](=[O:19])[C@@H:5]([O:17][CH3:18])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][CH2:15]Cl)=[CH:9][CH:8]=1)C.[OH:20][C:21]1[CH:36]=[CH:35][C:24]2[C:25]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)=[CH:26][O:27][C:23]=2[CH:22]=1>>[F:34][C:31]1[CH:32]=[CH:33][C:28]([C:25]2[C:24]3[CH:35]=[CH:36][C:21]([O:20][CH2:15][C:14]#[C:13][C:10]4[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:17][CH3:18])[C:4]([OH:3])=[O:19])=[CH:12][CH:11]=4)=[CH:22][C:23]=3[O:27][CH:26]=2)=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 184436583-(4-Fluoro-phenyl)-benzofuran-6-olHCID 58822943(2S)-3-[4-(3-Chloro-prop-1-ynyl)-phenyl]-2-methoxy-propionic acid ethyl ester

Product 1

HCID 58822803(2S)-3-(4-{3-[3-(4-Fluoro-phenyl)-benzofuran-6-yloxy]-prop-1-ynyl}-phenyl)-2-methoxy-propionic acid

Procedure

The title compound was prepared from (2S)-3-[4-(3-Chloro-prop-1-ynyl)-phenyl]-2-methoxy-propionic acid ethyl ester from Example 5, Step A and 6-hydroxy-3-(4-fluorophenyl)benzofurane in a manner analogous to that described for Example 5, Step B. MS(ES) for C27H21FO5 [M−H]−: 443.2.

Sources & evidence

ORD record
ord-9f5778f20971472aae670e1f04be6889
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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