4-Bromo-2,6-difluoroaniline → HCID 66997729, compound

HRID 2360430Notes

Reaction equation

HRID 2360430 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.[O:11]1[C:15]2[CH:16]=[CH:17][C:18](B(O)O)=[CH:19][C:14]=2[O:13][CH2:12]1>>[O:11]1[C:15]2[CH:16]=[CH:17][C:18]([C:2]3[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=3)=[CH:19][C:14]=2[O:13][CH2:12]1

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acid

Product 1

HCID 66997729HCID 66997729, compoundYield 59.8%

Procedure

The title compound (143 mg) was prepared from 4-bromo-2,6-difluoroaniline (200 mg, 0.96 mmol) and benzo[d][1,3]dioxol-5-ylboronic acid (207 mg, 1.25 mmol) as a white solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.23-7.18 (m, 3H), 7.08 (dd, J 1.8, 8.2, 1H), 6.91 (d, J 8.1, 1H), 6.01 (s, 2H), 5.24 (s, 2H).

Sources & evidence

ORD record
ord-3a2d5dfdf7bb40728b3764d529f24314
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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