tert-butyl N-((tert-butoxy)carbonyl)-N-(6-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazin-2-yl)carbamate → tert-butyl (6-(6-(bis(tert-butoxycarbonyl)amino)pyrazin-2-yl)imidazo[1,2-a]pyrazin-8-yl)(4-(4-(oxetan-3-yl)piperazin-1-yl)-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)phenyl)carbamate
Reaction equation
Br[C:2]1[N:3]=[C:4]([N:11]([C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH2:30][CH2:29][N:28]([CH:31]4[CH2:34][O:33][CH2:32]4)[CH2:27][CH2:26]3)=[C:21]([O:35][CH2:36][CH2:37][O:38][CH:39]3[CH2:44][CH2:43][CH2:42][CH2:41][O:40]3)[CH:20]=2)[C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.[C:45]([N:52]([C:68]([O:70][C:71]([CH3:74])([CH3:73])[CH3:72])=[O:69])[C:53]1[CH:58]=[N:57][CH:56]=[C:55](B2OC(C)(C)C(C)(C)O2)[N:54]=1)([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46]>>[C:71]([O:70][C:68]([N:52]([C:45]([O:47][C:48]([CH3:50])([CH3:51])[CH3:49])=[O:46])[C:53]1[N:54]=[C:55]([C:2]2[N:3]=[C:4]([N:11]([C:19]3[CH:24]=[CH:23][C:22]([N:25]4[CH2:30][CH2:29][N:28]([CH:31]5[CH2:32][O:33][CH2:34]5)[CH2:27][CH2:26]4)=[C:21]([O:35][CH2:36][CH2:37][O:38][CH:39]4[CH2:44][CH2:43][CH2:42][CH2:41][O:40]4)[CH:20]=3)[C:12](=[O:18])[O:13][C:14]([CH3:15])([CH3:17])[CH3:16])[C:5]3[N:6]([CH:8]=[CH:9][N:10]=3)[CH:7]=2)[CH:56]=[N:57][CH:58]=1)=[O:69])([CH3:72])([CH3:73])[CH3:74]Participants
3
Reactant 2
Product 1
Procedure
tert-Butyl (6-bromoimidazo[1,2-a]pyrazin-8-yl)(4-(4-(oxetan-3-yl)piperazin-1-yl)-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)phenyl)carbamate XXVI was reacted with XV according to the methods of CHEMISTRY B as described in Example 2 to provide the desired compound tert-butyl (6-(6-(bis(tert-butoxycarbonyl)amino)pyrazin-2-yl)imidazo[1,2-a]pyrazin-8-yl)(4-(4-(oxetan-3-yl)piperazin-1-yl)-3-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)phenyl)carbamate XXVII.
Sources & evidence
- ORD record
- ord-89100ad3e3294c7691a12896d908083e
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09290505B2
Reaction notes
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