(2,3-Dihydro-1-benzofuran-5-yl)boronic acid → HCID 66997690, compound

HRID 2360436Notes

Reaction equation

HRID 2360436 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([Cl: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>>[Cl:10][C:4]1[CH:3]=[C:2]([C:18]2[CH:17]=[CH:16][C:15]3[O:11][CH2:12][CH2:13][C:14]=3[CH:19]=2)[CH:8]=[C:7]([F:9])[C:5]=1[NH2:6]

Participants

3

Reactant 2

HCID 2773380(2,3-Dihydro-1-benzofuran-5-yl)boronic acidHCID 204346204-Bromo-2-chloro-6-fluoroaniline

Product 1

HCID 66997690HCID 66997690, compoundYield 36.6%

Procedure

The title compound (86 mg) was prepared from 4-bromo-2-chloro-6-fluoroaniline (200 mg, 0.89 mmol) and 2,3-dihydrobenzofuran-5-ylboronic acid (189 mg, 1.16 mmol) as a pale-yellow solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.46 (s, 1H), 7.33-7.25 (m, 3H), 6.75 (d, J 8.3, 1H), 5.36 (s, 2H), 4.52 (t, J 8.7, 2H), 3.18 (t, J 8.6, 2H).

Sources & evidence

ORD record
ord-bf70f65ccb794981958e54a2403f5260
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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