4-Bromo-2-fluorobenzeneboronic acid → HCID 90314066, compound

HRID 1524112Notes

Reaction equation

HRID 1524112 reaction equation
Br[C:2]1[CH:3]=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[Br:11][C:12]1[CH:17]=[CH:16][C:15](B(O)O)=[C:14]([F:21])[CH:13]=1>>[Br:11][C:12]1[CH:17]=[CH:16][C:15]([C:12]2[CH:17]=[CH:16][C:15]([C:2]3[CH:3]=[C:4]4[CH:10]=[CH:9][NH:8][C:5]4=[N:6][CH:7]=3)=[C:14]([F:21])[CH:13]=2)=[C:14]([F:21])[CH:13]=1

Participants

3

Reactant 2

HCID 27733334-Bromo-2-fluorobenzeneboronic acidHCID 103079325-bromo-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 90314066HCID 90314066, compound

Conditions

Temperature
90 °C

Procedure

The title compound was prepared in a manner similar to that described for Intermediate HF heating at 90° Celsius for 16 hours and using 5-bromo-1H-pyrrolo[2,3-b]pyridine and 4-bromo-2-fluorobenzeneboronic acid. MS (ESI): mass calcd. for C19H11BrF2N2, 384.01; m/z found, 385.0, 387.0 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 12.29 (s, 1H), 8.47 (s, 2H), 7.60-7.50 (m, 2H), 7.50-7.34 (m, 5H), 6.73 (s, 1H).

Sources & evidence

ORD record
ord-14986dc090ee4b308260419a55f65dca
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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