5-(4-Chloro-phenyl)-2-ethynyl-pyridine → HCID 69057113, compound

HRID 734810Notes

Reaction equation

HRID 734810 reaction equation
I[C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[C:4]([C:12]([CH3:14])=[CH2:13])[CH:3]=1.[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>CCOC(C)=O>[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:2]3[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[C:4]([C:12]([CH3:14])=[CH2:13])[CH:3]=3)=[N:26][CH:27]=2)=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 578453285-(4-Chloro-phenyl)-2-ethynyl-pyridineHCID 69060853HCID 69060853, compound

Product 1

HCID 69057113HCID 69057113, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product was prepared analogously to Example 7.1e starting from 2-(4-iodo-2-isopropenylphenoxy)ethanol and 5-(4-chlorophenyl)-2-ethynylpyridine. Yield: 1.00 g (60% of theoretical); C24H20ClNO2 (M=389.874); calc.: molpeak (M+H)+: 390/392 (Cl); found: molpeak (M+H)+: 390/392 (Cl); Rf value: 0.30 (silica gel, PE/EtOAc 1:1).

Workup

  1. customThe product was prepared analogously to Example 7.1e

Sources & evidence

ORD record
ord-5359149752fe4fe9ae25f295d69133ae
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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