4-Bromo-2,6-difluoroaniline → HCID 66997430, compound

HRID 2360407Notes

Reaction equation

HRID 2360407 reaction equation
[F:1][C:2]1[CH:8]=[C:7](Br)[CH:6]=[C:5]([F:10])[C:3]=1[NH2:4].[CH2:11]([O:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[CH:23][CH:24]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH2:11]([O:18][C:19]1[CH:24]=[C:23]([C:7]2[CH:8]=[C:2]([F:1])[C:3]([NH2:4])=[C:5]([F:10])[CH:6]=2)[CH:22]=[CH:21][CH:20]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 27343133-Benzyloxy-phenylboronic acid

Product 1

HCID 66997430HCID 66997430, compoundYield 32.8%

Procedure

The title compound (0.143 g) was prepared from 2,6-difluoro-4-bromo aniline (0.3 g, 1.4 mmol) and 3-(benzyloxy)phenylboronic acid (0.426 g, 1.8 mmol) as a colourless liquid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.49-7.44 (m, 2H), 7.39 (t, J 7.2, 2H), 7.35-7.26 (m, 4H), 7.24 (s, 1H), 7.18 (d, J 7.8, 1H), 6.91 (dd, J 1.9, 8.0, 1H), 5.33 (s, 2H), 5.16 (s, 2H).

Sources & evidence

ORD record
ord-7572ab3c16264f509edd399ee76772b6
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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