1-(Benzenesulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine → N,N-dimethyl-2-{3-(4-nitrophenyl)-4-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-4-yl]-1H-pyrazol-1-yl}ethanamine

HRID 28998Notes

Reaction equation

HRID 28998 reaction equation
[C:1]1([S:7]([N:10]2[C:14]3=[N:15][CH:16]=[CH:17][C:18](B4OC(C)(C)C(C)(C)O4)=[C:13]3[CH:12]=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:29]1[C:30]([C:39]2[CH:44]=[CH:43][C:42]([N+:45]([O-:47])=[O:46])=[CH:41][CH:40]=2)=[N:31][N:32]([CH2:34][CH2:35][N:36]([CH3:38])[CH3:37])[CH:33]=1>>[CH3:37][N:36]([CH3:38])[CH2:35][CH2:34][N:32]1[CH:33]=[C:29]([C:18]2[CH:17]=[CH:16][N:15]=[C:14]3[N:10]([S:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)(=[O:9])=[O:8])[CH:11]=[CH:12][C:13]=23)[C:30]([C:39]2[CH:44]=[CH:43][C:42]([N+:45]([O-:47])=[O:46])=[CH:41][CH:40]=2)=[N:31]1

Participants

3

Reactant 2

HCID 450745461-(Benzenesulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridineHCID 690038832-[4-bromo-3-(4-nitrophenyl)-1H-pyrazol-1-yl]-N,N-dimethylethanamine

Product 1

HCID 69001263N,N-dimethyl-2-{3-(4-nitrophenyl)-4-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-4-yl]-1H-pyrazol-1-yl}ethanamine

Procedure

Following the procedure described for Intermediate 100 using 1-(phenylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine and 2-[4-bromo-3-(4-nitrophenyl)-1H-pyrazol-1-yl]-N,N-dimethylethanamine provided the title compound. ESMS [M+H]+: 517.2.

Sources & evidence

ORD record
ord-ec3d91192a5044a9b1de8e1e50251c8b
Source dataset
uspto-grants-2008_09
Patent number
US07419988B2

Reaction notes

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