5-(4-Chloro-phenyl)-2-ethynyl-pyridine → HCID 69057539, compound

HRID 734811Notes

Reaction equation

HRID 734811 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8](I)=[CH:7][C:6]=1[C:12](=[O:14])[CH3:13].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:23]=[CH:24][C:25]([C:28]#[CH:29])=[N:26][CH:27]=2)=[CH:18][CH:17]=1>C(Cl)Cl.CO>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[CH:23]=[CH:24][C:25]([C:28]#[C:29][C:8]3[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][OH:1])=[C:6]([C:12](=[O:14])[CH3:13])[CH:7]=3)=[N:26][CH:27]=2)=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 578453285-(4-Chloro-phenyl)-2-ethynyl-pyridineHCID 69061244HCID 69061244, compound

Product 1

HCID 69057539HCID 69057539, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The product was prepared analogously to Example 7.1e starting from 1-[2-(2-hydroxyethoxy)-5-iodophenyl]ethanone and 5-(4-chlorophenyl)-2-ethynylpyridine. Yield: 0.90 g (70% of theoretical); C23H18ClNO3 (M=391.847); calc.: molpeak (M+H)+: 392/394 (Cl); found: molpeak (M+H)+: 392/394 (Cl); Rf value: 0.55 (silica gel, DCM/MeOH 9:1).

Workup

  1. customThe product was prepared analogously to Example 7.1e

Sources & evidence

ORD record
ord-e3beffb7993c44f58a147c1307551df9
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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