Hydroxyamine hydrochloride → 4'-[3-[Hydroxyimino]-3-(2-methyl-pyridin-4-yl)-1-o-tolyl-propyl]-biphenyl-3-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([CH:18]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[CH3:35])[CH2:19][C:20]([C:22]3[CH:27]=[CH:26][N:25]=[C:24]([CH3:28])[CH:23]=3)=O)=[CH:14][CH:13]=2)[CH:9]=[CH:10][CH:11]=1)=[O:5])[CH3:2].Cl.[NH2:37][OH:38].C([O-])(O)=O.[Na+]>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([CH:18]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[CH3:35])[CH2:19][C:20](=[N:37][OH:38])[C:22]3[CH:27]=[CH:26][N:25]=[C:24]([CH3:28])[CH:23]=3)=[CH:14][CH:13]=2)[CH:9]=[CH:10][CH:11]=1)=[O:5])[CH3:2]Participants
4
Reactant 3
Product 1
Procedure
In analogy to example 74, step 7, from 4′-[3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carboxylic acid ethyl ester and hydroxylamine hydrochloride in the presence of NaHCO3 was prepared the title compound as a mixture of E and Z isomers (3.4:1) as a white foam, MS (ESI+): m/z=479.2319 ([M+H]+).
Sources & evidence
- ORD record
- ord-deacf2e4a37e43a1a1e0ab7f6f64d546
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08765730B2
Reaction notes
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