Sodium ethanesulfinate → 5-ethyl-2-{4-[(1R,2R)-2-({[4-(ethylsulfonyl)benzyl]oxy}methyl)cyclopropyl]piperidin-1-yl}pyrimidine
Reaction equation
Br[C:2]1[CH:27]=[CH:26][C:5]([CH2:6][O:7][CH2:8][C@@H:9]2[CH2:11][C@@H:10]2[CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[N:23]=[CH:22][C:21]([CH2:24][CH3:25])=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.[CH2:28]([S:30]([O-:32])=[O:31])[CH3:29].[Na+]>>[CH2:24]([C:21]1[CH:20]=[N:19][C:18]([N:15]2[CH2:16][CH2:17][CH:12]([C@H:10]3[CH2:11][C@H:9]3[CH2:8][O:7][CH2:6][C:5]3[CH:26]=[CH:27][C:2]([S:30]([CH2:28][CH3:29])(=[O:32])=[O:31])=[CH:3][CH:4]=3)[CH2:13][CH2:14]2)=[N:23][CH:22]=1)[CH3:25]Participants
3
Procedure
This compound was prepared from the product of example 54 (step A), and sodium ethanesulfinate according to the procedure from example 56. MS (ESI) m/z 444 [M+H]+.
Sources & evidence
- ORD record
- ord-85205f6f8f604d1086e0bca0672c903d
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09006228B2
Reaction notes
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