alpha-Iodobenzenemethanol → 3-(4-Hydroxymethylphenyl)propynoic acid-(4'-methoxybiphenyl-4-yl)amide

HRID 734996Notes

Reaction equation

HRID 734996 reaction equation
I[CH:2]([OH:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:28])[C:26]#[CH:27])=[CH:20][CH:19]=2)=[CH:14][CH:13]=1>ClCCl.C(O)C>[CH3:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:28])[C:26]#[C:27][C:6]3[CH:7]=[CH:8][C:3]([CH2:2][OH:9])=[CH:4][CH:5]=3)=[CH:20][CH:19]=2)=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 53983225alpha-IodobenzenemethanolHCID 86060753Propynoic acid-(4'-methoxybiphenyl-4-yl)amide

Product 1

HCID 688160043-(4-Hydroxymethylphenyl)propynoic acid-(4'-methoxybiphenyl-4-yl)amide

Reagents, catalysts & solvents 1

HCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1.2.a. from iodobenzyl alcohol and propynoic acid-(4′-methoxybiphenyl-4-yl)amide. Yield: 0.21 g (22.9% of theory); C23H19NO3 (M=357.41); calc.: molecular ion peak (M+H)+: 358; found: molecular ion peak (M+H)+: 358; Rf value: 0.35 (silica gel, dichloromethane/ethanol (20:1)).

Workup

  1. customPrepared analogously to Example 1.2.a

Sources & evidence

ORD record
ord-537a2f184c5a4124891e65a5c7665b0e
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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