1-(Phenylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-pyrrolo[2,3-B]pyridine-2-carboxaldehyde → N-(4-{4-[2-formyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1-ethyl-1H-pyrazol-3-yl}phenyl)-N'-phenylurea

HRID 28953Notes

Reaction equation

HRID 28953 reaction equation
Br[C:2]1[C:3]([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]([NH:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[O:17])=[CH:11][CH:10]=2)=[N:4][N:5]([CH2:7][CH3:8])[CH:6]=1.[C:25]1([S:31]([N:34]2[C:38]3=[N:39][CH:40]=[CH:41][C:42](B4OC(C)(C)C(C)(C)O4)=[C:37]3[CH:36]=[C:35]2[CH:52]=[O:53])(=[O:33])=[O:32])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH:52]([C:35]1[N:34]([S:31]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:32])=[O:33])[C:38]2=[N:39][CH:40]=[CH:41][C:42]([C:2]3[C:3]([C:9]4[CH:14]=[CH:13][C:12]([NH:15][C:16]([NH:18][C:19]5[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=5)=[O:17])=[CH:11][CH:10]=4)=[N:4][N:5]([CH2:7][CH3:8])[CH:6]=3)=[C:37]2[CH:36]=1)=[O:53]

Participants

3

Reactant 2

HCID 462368991-(Phenylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-pyrrolo[2,3-B]pyridine-2-carboxaldehydeHCID 68997560N-[4-(4-Bromo-1-ethyl-1H-pyrazol-3-yl)phenyl]-N′-phenylurea

Product 1

HCID 46236618N-(4-{4-[2-formyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1-ethyl-1H-pyrazol-3-yl}phenyl)-N'-phenylurea

Procedure

Following the procedure described in Intermediate 100 with N-[4-(4-bromo-1-ethyl-1H-pyrazol-3-yl)phenyl]-N′-phenylurea and 1-(phenylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde provided the title compound. ESMS [M+H]+: 591.4

Sources & evidence

ORD record
ord-53b034e6f51a439b97d79b6d3513d28e
Source dataset
uspto-grants-2008_09
Patent number
US07419988B2

Reaction notes

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