{3-[4-bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]phenyl}methanol → 1,1-dimethylethyl {2-[4-[2-[3-(hydroxymethyl)phenyl]-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-3-(4-nitrophenyl)-1H-pyrazol-1-yl]ethyl}methylcarbamate
Reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)(=[O:21])=[O:20])[C:9]([C:11]3[CH:12]=[C:13]([CH2:17][OH:18])[CH:14]=[CH:15][CH:16]=3)=[CH:10][C:3]=12.[CH:28](=[C:30](/[C:38]1[C:42](B2OC(C)(C)C(C)(C)O2)=[CH:41][N:40]([CH2:52][CH2:53][N:54]([CH3:62])[C:55](=[O:61])[O:56][C:57]([CH3:60])([CH3:59])[CH3:58])[N:39]=1)\[CH:31]=[CH:32]/[C:33]([N+:35]([O-:37])=[O:36])=C)\[CH3:29]>>[OH:18][CH2:17][C:13]1[CH:12]=[C:11]([C:9]2[N:8]([S:19]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)(=[O:20])=[O:21])[C:4]3=[N:5][CH:6]=[CH:7][C:2]([C:42]4[C:38]([C:30]5[CH:31]=[CH:32][C:33]([N+:35]([O-:37])=[O:36])=[CH:29][CH:28]=5)=[N:39][N:40]([CH2:52][CH2:53][N:54]([CH3:62])[C:55](=[O:61])[O:56][C:57]([CH3:59])([CH3:58])[CH3:60])[CH:41]=4)=[C:3]3[CH:10]=2)[CH:16]=[CH:15][CH:14]=1Participants
3
Reactant 2
Product 1
Procedure
Following the procedure described for Intermediate 100 using {3-[4-bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]phenyl}methanol and 1,1-dimethylethyl {2-[3-[(1E,2Z)-1-ethylidene-4-nitro-2,4-pentadien-1-yl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]ethyl}methylcarbamate provided the title compound. ESMS [M+H]+: 709.2.
Sources & evidence
- ORD record
- ord-1554e74c29a4430d9eb3a7cbe7de8878
- Source dataset
- uspto-grants-2009_02
- Patent number
- US07495102B2
Reaction notes
Loading…