4-Bromoaniline → HCID 21831800, compound

HRID 2360451Notes

Reaction equation

HRID 2360451 reaction equation
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH2:9]([O:11][C:12]1[CH:13]=[C:14](B(O)O)[CH:15]=[CH:16][CH:17]=1)[CH3:10]>>[CH2:9]([O:11][C:12]1[CH:17]=[C:16]([C:2]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=2)[CH:15]=[CH:14][CH:13]=1)[CH3:10]

Participants

3

Reactant 2

HCID 78074-BromoanilineHCID 27739203-Ethoxybenzeneboronic acid

Product 1

HCID 21831800HCID 21831800, compoundYield 53.9%

Procedure

The title compound (200 mg) was prepared from 4-bromoaniline (300 mg, 1.74 mmol) and 3-ethoxyphenylboronic acid (380 mg, 2.29 mmol) as a colourless liquid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.33 (d, J 8.5, 2H), 7.26-7.22 (m, 1H), 7.06 (d, J 7.9, 1H), 7.01 (s, 1H), 6.75 (dd, J 5.8, 8.1, 1H), 6.60 (d, J 8.5, 2H), 5.20 (s, 2H), 4.04 (q, J 7, 2H), 1.16 (t, J 7, 3H).

Sources & evidence

ORD record
ord-7460e5af8357402091946d127f1644e3
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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