(R)-5-(2-Amino-1-((tert-butyldimethylsilyl)oxy)ethyl)-8-hydroxyquinolin-2(1H)-one → (R)-N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-3-[2-[[2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]-amino]-2-methylpropyl]benzamide
Reaction equation
NC[C@@H](C1C=CC(O)=C2C=1C=CC(=O)N2)O[Si](C(C)(C)C)(C)C.C([O:31][C:32]1[CH:33]=[CH:34][C:35]([C@@H:43]([OH:80])[CH2:44][NH:45][C:46]([CH3:79])([CH3:78])[CH2:47][C:48]2[CH:49]=[C:50]([CH:75]=[CH:76][CH:77]=2)[C:51]([NH:53][CH2:54][C:55]2[C:56]([NH:68][CH:69]3[CH2:74][CH2:73][O:72][CH2:71][CH2:70]3)=[C:57]3[CH:65]=[N:64][N:63]([CH2:66][CH3:67])[C:58]3=[N:59][C:60]=2[CH2:61][CH3:62])=[O:52])=[C:36]2[C:41]=1[NH:40][C:39](=[O:42])[CH:38]=[CH:37]2)C1C=CC=CC=1>>[CH2:66]([N:63]1[C:58]2=[N:59][C:60]([CH2:61][CH3:62])=[C:55]([CH2:54][NH:53][C:51](=[O:52])[C:50]3[CH:75]=[CH:76][CH:77]=[C:48]([CH2:47][C:46]([NH:45][CH2:44][C@H:43]([OH:80])[C:35]4[CH:34]=[CH:33][C:32]([OH:31])=[C:41]5[C:36]=4[CH:37]=[CH:38][C:39](=[O:42])[NH:40]5)([CH3:79])[CH3:78])[CH:49]=3)[C:56]([NH:68][CH:69]3[CH2:70][CH2:71][O:72][CH2:73][CH2:74]3)=[C:57]2[CH:65]=[N:64]1)[CH3:67]Participants
3
Reactant 2
HCID 59023604(R)-5-(2-Amino-1-((tert-butyldimethylsilyl)oxy)ethyl)-8-hydroxyquinolin-2(1H)-one
HCID 66990019(R)-3-[2-[[2-[8-(Benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl]amino]-2-methylpropyl]-N-[[1,6-diethyl-4-[(tetra hydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]benzamideProduct 1
Procedure
The title compound was synthesized in a manner analogous to that described in Intermediate 2, using Intermediate 54 as substrate.
Sources & evidence
- ORD record
- ord-fc1123f27fa348dbb9ba9e7254cb328e
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367829B2
Reaction notes
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