p-Bromoacetophenone → HCID 58362655, compound

HRID 2361478Notes

Reaction equation

HRID 2361478 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[F:11][C:12]1[CH:17]=[CH:16][C:15](B2OC(C)(C)C(C)(C)O2)=[CH:14][N:13]=1>>[F:11][C:12]1[N:13]=[CH:14][C:15]([C:2]2[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=2)=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 7466p-BromoacetophenoneHCID 121772222-Fluoropyridine-5-boronic acid pinacol ester

Product 1

HCID 58362655HCID 58362655, compound

Procedure

1-(4-(6-Fluoropyridin-3-yl)phenyl)ethanone T405 was prepared using general procedure A from 1-(4-bromophenyl)ethanone (117 mg, 0.5 mmol) and 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (100 mg, 0.5 mmol). T405 was obtained as a yellow solid (64 mg, 59%). 1H NMR (400 MHz, CDCl3): δ 8.47 (m, 1H), 8.06 9m, 2H), 8.04-7.99 (m, 1H), 7.65 (m, 2H), 7.05 (ddd, J=8.4, 3.2, 0.8 Hz, 1H), 2.65 (s, 3H); MS (ESI): 216 (M+H+).

Sources & evidence

ORD record
ord-048a67153eb64dcc9698e1e1e3365e20
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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