4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine → HCID 76510782, compound
Reaction equation
I[C:2]1[CH:7]=[CH:6][N:5]([CH2:8][CH2:9][C:10]([CH3:25])([S:21]([CH3:24])(=[O:23])=[O:22])[C:11]([NH:13][O:14]C2CCCCO2)=[O:12])[C:4](=[O:26])[CH:3]=1.CC1(C)C(C)(C)OB([C:35]2[CH:40]=[CH:39][C:38]([C:41]3[CH:46]=[CH:45][N:44]=[CH:43][CH:42]=3)=[CH:37][CH:36]=2)O1>>[OH:14][NH:13][C:11](=[O:12])[C:10]([CH3:25])([S:21]([CH3:24])(=[O:22])=[O:23])[CH2:9][CH2:8][N:5]1[CH:6]=[CH:7][C:2]([C:35]2[CH:36]=[CH:37][C:38]([C:41]3[CH:42]=[CH:43][N:44]=[CH:45][CH:46]=3)=[CH:39][CH:40]=2)=[CH:3][C:4]1=[O:26]Participants
3
Procedure
(+/−)-4-(4-Iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide, which may be prepared as in Preparation 2A and 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine were converted to the title product following the general procedure outlined for (+/−)-4-[4-(1-benzofuran-2-yl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide in Example 33, Step A. The title compound was obtained as a white solid (161 mg, 61%) LC-MS m/z 526.7 (M+1).
Sources & evidence
- ORD record
- ord-f8065794aada46e9967c43361ea6bf95
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09018384B2
Reaction notes
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