Hydroxyamine hydrochloride → 1-[4-[(1R,3E)-3-hydroxyimino-1-(2-methylphenyl)-3-(2-methyl-4-pyridinyl)propyl]phenyl]pyrrolidin-2-one
Reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8](=O)[CH2:9][C@H:10]([C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:28][CH2:27][CH2:26][C:25]3=[O:29])=[CH:20][CH:19]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH:5]=[CH:4][N:3]=1.Cl.[NH2:32][OH:33].C(=O)([O-])O.[Na+]>>[OH:33]/[N:32]=[C:8](/[C:6]1[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[CH:7]=1)\[CH2:9][C@H:10]([C:18]1[CH:19]=[CH:20][C:21]([N:24]2[CH2:28][CH2:27][CH2:26][C:25]2=[O:29])=[CH:22][CH:23]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:17]Participants
4
Procedure
In analogy to example 132, step 6, from 1-{4-[(R)-3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-phenyl}-pyrrolidin-2-one and hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate was prepared the title compound as a white foam, MS (ESI+): m/z=414.3 ([M+H]+).
Sources & evidence
- ORD record
- ord-3bbad3e4b86c46b096a65d207a7f498d
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08765730B2
Reaction notes
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