5-(4-Chloro-phenyl)-2-ethynyl-pyridine → HCID 86601134, compound

HRID 734812Notes

Reaction equation

HRID 734812 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:10](I)=[CH:9][C:6]=1[CH:7]=[O:8].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:22]=[CH:23][C:24]([C:27]#[CH:28])=[N:25][CH:26]=2)=[CH:17][CH:16]=1>>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([C:21]2[CH:22]=[CH:23][C:24]([C:27]#[C:28][C:10]3[CH:11]=[CH:12][C:5]([O:4][CH2:3][CH2:2][OH:1])=[C:6]([CH:9]=3)[CH:7]=[O:8])=[N:25][CH:26]=2)=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 578453285-(4-Chloro-phenyl)-2-ethynyl-pyridineHCID 86077028HCID 86077028, compound

Product 1

HCID 86601134HCID 86601134, compound

Procedure

The product was prepared analogously to Example 7.1e starting from 2-(2-hydroxyethoxy)-5-iodobenzaldehyde and 5-(4-chlorophenyl)-2-ethynylpyridine. Yield: 5.53 g (86% of theoretical); C22H16ClNO3 (M=377.820); calc.: molpeak (M+H)+: 378/380 (Cl); found: molpeak (M+H)+: 378/380 (Cl); HPLC-MS: 5.79 minutes (method B).

Workup

  1. customThe product was prepared analogously to Example 7.1e
  2. custom5.79 minutes (method B)

Sources & evidence

ORD record
ord-62ba48c8263646da9766fba79ef8ebb0
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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