HCID 19387898, compound → HCID 19387908, compound

HRID 1757400Notes

Reaction equation

HRID 1757400 reaction equation
Br.[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]#[C:9][CH2:10]Br.[F:12][C:13]1[CH:14]=[C:15]([OH:28])[CH:16]=[C:17]([C:19]2([O:26][CH3:27])[CH2:23][CH2:22][CH2:21][CH:20]2[O:24][CH3:25])[CH:18]=1>>[F:12][C:13]1[CH:14]=[C:15]([O:28][CH2:10][C:9]#[C:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][N:2]=2)[CH:16]=[C:17]([C:19]2([O:26][CH3:27])[CH2:23][CH2:22][CH2:21][CH:20]2[O:24][CH3:25])[CH:18]=1

Participants

3

Reactant 2

HCID 19387898HCID 19387898, compoundHCID 67780678HCID 67780678, compound

Product 1

HCID 19387908HCID 19387908, compoundYield 83%

Procedure

Using the procedure described in Example 1, 3-(2-pyridyl)prop-2-yn-1-yl bromide hydrobromide was reacted with (1RS,2SR)-1-(5-fluoro-3-hydroxyphenyl)-1,2-dimethoxycyclopentane to give (1RS,2SR)-1-[5-fluoro-3-(3-(2-pyridyl)prop-2-yn-1-yloxy)phenyl]-1,2-dimethoxycyclopentane in 83% yield, as an oil. NMR Spectrum (CDCl3, delta values) 1.6-2.25(m, 6H), 2.94(s, 3H), 2.97(s, 3H), 3.55(m, 1H), 5.21(s, 2H), 6.55-8.0(m, 10H).

Sources & evidence

ORD record
ord-3daa47312d23413b8255d36e77f90dcf
Source dataset
uspto-grants-1995_08
Patent number
US05446043

Reaction notes

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