Piperidin-4-yl morpholine-4-carboxylate → 1-(4-(6-Chloro-2-((3R,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yloxy)-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-5-yl)phenyl)piperidin-4-yl morpholine-4-carboxylate
Reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]3[N:14]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])[C:15]([O:17][C@H:18]4[C@H:22]5[O:23][CH2:24][C@@H:25]([OH:26])[C@H:21]5[O:20][CH2:19]4)=[N:16][C:11]3=[CH:10][C:9]=2[Cl:35])=[CH:4][CH:3]=1.[N:36]1([C:42]([O:44][CH:45]2[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]2)=[O:43])[CH2:41][CH2:40][O:39][CH2:38][CH2:37]1>>[N:36]1([C:42]([O:44][CH:45]2[CH2:50][CH2:49][N:48]([C:2]3[CH:7]=[CH:6][C:5]([C:8]4[N:13]=[C:12]5[N:14]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])[C:15]([O:17][C@@H:18]6[CH2:19][O:20][C@@H:21]7[C@H:25]([OH:26])[CH2:24][O:23][C@H:22]67)=[N:16][C:11]5=[CH:10][C:9]=4[Cl:35])=[CH:4][CH:3]=3)[CH2:47][CH2:46]2)=[O:43])[CH2:41][CH2:40][O:39][CH2:38][CH2:37]1Participants
3
Reactant 2
Product 1
Procedure
The title compound is prepared from (3R,3aR,6R,6aR)-6-(5-(4-bromophenyl)-6-chloro-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-2-yloxy)hexahydrofuro[3,2-b]furan-3-ol and piperidin-4-yl morpholine-4-carboxylate following a procedure analogous to that described for Intermediate 23. LC (method 1): tR=1.03 min; Mass spectrum (ESI+): m/z=716 [M+H]+.
Sources & evidence
- ORD record
- ord-065b1a3578ed434bb2d7cbd05d8f82ad
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09187477B2
Reaction notes
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