2-(Tributylstannyl)pyrimidine → 2-(((2S,3R)-3-Methyl-1-(6-methyl-3-(pyrimidin-2-yl)picolinoyl)piperidin-2-yl)methyl)isoindoline-1,3-dione
Reaction equation
CC1C=CC(C2C=CC=CN=2)=C(C=1)C(OC)=O.Br[C:19]1[C:20]([C:26]([N:28]2[CH2:33][CH2:32][CH2:31][C@@H:30]([CH3:34])[C@H:29]2[CH2:35][N:36]2[C:44](=[O:45])[C:43]3[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=3)[C:37]2=[O:46])=[O:27])=[N:21][C:22]([CH3:25])=[CH:23][CH:24]=1.C([Sn](CCCC)(CCCC)[C:52]1[N:57]=[CH:56][CH:55]=[CH:54][N:53]=1)CCC>>[CH3:34][C@@H:30]1[CH2:31][CH2:32][CH2:33][N:28]([C:26](=[O:27])[C:20]2[C:19]([C:52]3[N:57]=[CH:56][CH:55]=[CH:54][N:53]=3)=[CH:24][CH:23]=[C:22]([CH3:25])[N:21]=2)[C@@H:29]1[CH2:35][N:36]1[C:44](=[O:45])[C:43]2[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:37]1=[O:46]Participants
4
Reactant 3
Product 1
Procedure
The title compound was prepared following the same general protocol as described for methyl 5-methyl-2-(pyridin-2-yl)benzoate in Example A9, using 2-(((2S,3R)-1-(3-bromo-6-methylpicolinoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione and 2-(tributylstannyl)pyrimidine. ESI-MS (m/z): 456, [M+1]+.
Sources & evidence
- ORD record
- ord-3c16c894d57d4a94bebae00b040356d5
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09440982B2
Reaction notes
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