4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine → 6-chloro-4-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

HRID 1180906Notes

Reaction equation

HRID 1180906 reaction equation
Br[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]2[NH:9][CH:10]=[CH:11][C:3]=12.[CH2:12]([N:14]1[CH:18]=[C:17](B2OC(C)(C)C(C)(C)O2)[C:16]([C:28]2[CH:33]=[CH:32][C:31]([N+:34]([O-:36])=[O:35])=[CH:30][CH:29]=2)=[N:15]1)[CH3:13]>>[Cl:8][C:6]1[N:5]=[C:4]2[NH:9][CH:10]=[CH:11][C:3]2=[C:2]([C:17]2[C:16]([C:28]3[CH:33]=[CH:32][C:31]([N+:34]([O-:36])=[O:35])=[CH:30][CH:29]=3)=[N:15][N:14]([CH2:12][CH3:13])[CH:18]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 247295954-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridineHCID 689953481-ethyl-3-(4-nitrophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Product 1

HCID 866133216-chloro-4-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

Procedure

Following the procedure described for Intermediate 6 with 4-bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine and 1-ethyl-3-(4-nitrophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole afforded the title compound. ESMS [M+H]+: 368.2

Sources & evidence

ORD record
ord-03c483d253b24208a7f76d3f41bd6f3d
Source dataset
uspto-grants-2007_10
Patent number
US07282588B2

Reaction notes

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