5-(4-Chloro-phenyl)-2-ethynyl-pyridine → HCID 69058833, compound
Reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:14])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][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:7]=[CH:6][C:5]([C:8]4([OH:14])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]4)=[CH:4][CH:3]=3)=[N:26][CH:27]=2)=[CH:20][CH:21]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The product was obtained analogously to Example 7.1e starting from 4-(4-iodophenyl)piperidin-4-ol and 5-(4-chlorophenyl)-2-ethynylpyridine. Yield: 0.78 g (61% of theoretical); C24H21ClN2O (M=388.889); calc.: molpeak (M+H)+:389/391 (Cl); found: molpeak (M+H)+:389/391 (Cl); Rf value: 0.86 (silica gel, EtOAc/cyc 4:1).
Workup
- customThe product was obtained analogously to Example 7.1e
Sources & evidence
- ORD record
- ord-668af006bef34e57a59f884c43f6774a
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07592358B2
Reaction notes
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