2-(4-Iodo-2-methyl-phenoxy)-ethanol → 2-{4-[5-(4-Chlorophenyl)-3-fluoropyridin-2-ylethynyl]-2-methylphenoxy}ethanol

HRID 734803Notes

Reaction equation

HRID 734803 reaction equation
I[C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[C:4]([CH3:12])[CH:3]=1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[C:22]([F:28])[C:23]([C:26]#[CH:27])=[N:24][CH:25]=2)=[CH:16][CH:15]=1>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[C:22]([F:28])[C:23]([C:26]#[C:27][C:2]3[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[C:4]([CH3:12])[CH:3]=3)=[N:24][CH:25]=2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 40551152-(4-Iodo-2-methyl-phenoxy)-ethanolHCID 600554165-(4-Chlorophenyl)-2-ethynyl-3-fluoropyridine

Product 1

HCID 690619482-{4-[5-(4-Chlorophenyl)-3-fluoropyridin-2-ylethynyl]-2-methylphenoxy}ethanol

Procedure

The product was obtained analogously to Example 7.1e starting from 2-(4-iodo-2-methylphenoxy)ethanol and 5-(4-chlorophenyl)-2-ethynyl-3-fluoropyridine. Yield: 1.40 g (68% of theoretical); C22H17ClFNO2 (M=381.827); calc.: molpeak (M+H)+: 382/384 (Cl); found: molpeak (M+H)+: 382/384 (Cl); HPLC-MS: 6.29 minutes (method B).

Workup

  1. customThe product was obtained analogously to Example 7.1e
  2. custom6.29 minutes (method B)

Sources & evidence

ORD record
ord-603da89f22f945e2ad28d9de4eebd354
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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