4-Bromo-2-fluoroaniline → 1035689-60-1

HRID 2360402Notes

Reaction equation

HRID 2360402 reaction equation
[F:1][C:2]1[CH:8]=[C:7](Br)[CH:6]=[CH:5][C:3]=1[NH2:4].[CH2:10]([O:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1)[CH3:11]>>[CH2:10]([O:12][C:13]1[CH:18]=[C:17]([C:7]2[CH:6]=[CH:5][C:3]([NH2:4])=[C:2]([F:1])[CH:8]=2)[CH:16]=[CH:15][CH:14]=1)[CH3:11]

Participants

3

Reactant 2

HCID 1230504-Bromo-2-fluoroanilineHCID 27739203-Ethoxybenzeneboronic acid

Product 1

HCID 669973551035689-60-1Yield 44.2%

Procedure

The title compound (1.34 g) was prepared from 2-fluoro-4-bromo aniline (2.5 g, 13.1 mmol) and 3-ethoxyphenylboronic acid (2.8 g, 17.0 T mmol) as a pale-yellow liquid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.38-7.20 (m, 3H), 7.10 (d, J 7.9, 1H), 7.07-7.05 (m, 1H), 6.83-6.76 (m, 2H), 5.24 (s, 2H), 4.06 (q, J 7, 2H), 1.32 (t, J 7, 3H).

Sources & evidence

ORD record
ord-a90d5f0389cf48729379cb38c3798fa5
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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