4-Bromo-2,6-difluoroaniline → HCID 66997753, compound

HRID 2360435Notes

Reaction equation

HRID 2360435 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[CH2:13][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[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 2773380(2,3-Dihydro-1-benzofuran-5-yl)boronic acid

Product 1

HCID 66997753HCID 66997753, compoundYield 76.7%

Procedure

The title compound (182 mg) was prepared from 4-bromo-2,6-difluoroaniline (200 mg, 0.96 mmol) and 2,3-dihydrobenzofuran-5-ylboronic acid (204 mg, 1.25 mmol) as a white solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.46 (s, 1H), 7.30 (dd, J 1.8, 8.3, 1H), 7.16 (dd, J 2.1, 8.2, 2H), 6.75 (d, J 8.3, 1H), 5.18 (s, 2H), 4.52 (t, J 8.7, 2H), 3.18 (t, J 8.5, 2H).

Sources & evidence

ORD record
ord-f21f101741894a7c98afa3d3f950e7e6
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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