(Pyridin-4-yl)boronic acid → HCID 46315829, compound

HRID 1878670Notes

Reaction equation

HRID 1878670 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([F:8])=[N:6][CH:7]=1.[N:9]1[CH:14]=[CH:13][C:12](B(O)O)=[CH:11][CH:10]=1>>[F:8][C:5]1[N:6]=[CH:7][C:2]([C:12]2[CH:13]=[CH:14][N:9]=[CH:10][CH:11]=2)=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acidHCID 27831685-Bromo-2-fluoropyridine

Product 1

HCID 46315829HCID 46315829, compound

Procedure

Prepared from 5-bromo-2-fluoropyridine (881 mg, 5.00 mmol) and pyridin-4-ylboronic acid (979 mg, 7.96 mmol) according to Method K, except the product was purified by silica gel chromatography (10% ethanol in ethyl acetate, Rf=0.32) instead of preparative HPLC: 1H NMR (300 MHz, chloroform-D) δ ppm 7.08 (dd, J=8.5, 3.0 Hz, 1H), 7.48-7.50 (m, 2.14), 8.01-8.07 (m, 1H), 8.51 (d, J=2.7 Hz, 1H), 8.72-8.74 (m, 2H). MS (DCI/NH3) m/z=175 (M+H)+.

Workup

  1. customwas purified by silica gel chromatography (10% ethanol in ethyl acetate, Rf=0.32) instead of preparative HPLC

Sources & evidence

ORD record
ord-0f06a58b0bd543a0bfa150e18292a30e
Source dataset
uspto-grants-2012_11
Patent number
US08314119B2

Reaction notes

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