3-Hydroxy-5-chloropyridine → 5-Chloro-2-[(5-chloropyridin-3-yl)oxy]benzoic acid
Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[Cl:13][C:14]1[CH:15]=[C:16]([OH:20])[CH:17]=[N:18][CH:19]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][C:16]2[CH:17]=[N:18][CH:19]=[C:14]([Cl:13])[CH:15]=2)=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]Participants
3
Procedure
The title compound was prepared according to the two steps procedure described in step 1 of Example 67 and step 2 of Example 99. Firstly, methyl 5-chloro-2-fluorobenzoate was reacted with 5-chloropyridin-3-ol. Next, the crude product was hydrolyzed to the corresponding carboxylic acid: 1H-NMR (DMSO-d6) δ 8.36 (1H, d, J=2.0 Hz), 8.25 (1H, d, J=2.4 Hz), 7.87 (1H, d, J=2.6 Hz), 7.70 (1H, dd, J=8.8, 2.6 Hz), 7.50 (1H, dd, J=2.4, 2.0 Hz), 7.29 (1H, d, J=8.8 Hz).
Sources & evidence
- ORD record
- ord-8288a522235840e9a9e7552e2ccde438
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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