4-Bromo-2,6-difluoroaniline → HCID 66997708, compound

HRID 2360403Notes

Reaction equation

HRID 2360403 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:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1)[CH3:12]>>[CH2:11]([O:13][C:14]1[CH:19]=[C:18]([C:7]2[CH:8]=[C:2]([F:1])[C:3]([NH2:4])=[C:5]([F:10])[CH:6]=2)[CH:17]=[CH:16][CH:15]=1)[CH3:12]

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 27739203-Ethoxybenzeneboronic acid

Product 1

HCID 66997708HCID 66997708, compoundYield 36.6%

Procedure

The title compound (0.219 g) was prepared from 2,6-difluoro-4-bromo aniline (0.5 g, 2.4 mmol) and 3-ethoxyphenylboronic acid (0.517 g, 3.12 mmol) as a pale-yellow liquid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.30-7.24 (m, 3H), 7.14 (d, J 7.9, 1H), 7.11 (s, 1H), 6.82 (dd, J 2.1, 8.1, 1H), 5.31 (s, 2H), 4.07 (q, J 7, 2H), 1.32 (t, J 7, 3H).

Sources & evidence

ORD record
ord-a39d619cb1ea4c11a4be296ecf30f646
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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