Phenylboronic Acid → HCID 68959602, compound

HRID 269391Notes

Reaction equation

HRID 269391 reaction equation
Br[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:11]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]2[C:12]=1[CH:13]=[CH:14][CH:15]=[N:16]2.[C:23]1(B(O)O)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[C:23]1([C:2]2[C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[O:4][C:3]=2[C:11]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]3[C:12]=2[CH:13]=[CH:14][CH:15]=[N:16]3)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 68958630HCID 68958630, compound

Product 1

HCID 68959602HCID 68959602, compound

Procedure

The title compound was prepared as a solid (0.202 g, 68%) by the coupling of 5-(3-bromo-1-benzofuran-2-yl)-8-methoxy-quinoline and phenyl boronic acid according to the procedure described in Step 1 of Example 1. Mass spectrum (+ESI, [M+H]+) m/z 352. 1H NMR (400 MHz, DMSO-d6): δ 8.87 (d, 1H, J=1.6 Hz), 8.13 (d, 1H, J=8.2 Hz), 7.73 (t, 2H, J=7.8 Hz), 7.68 (d, 1H, J=8.2 Hz), 7.38-7.52 (m, 3H), 7.21-7.38 (m, 6H), and 4.00 ppm (s, 3H).

Sources & evidence

ORD record
ord-22da855214fb403294e5a5712ab65a3b
Source dataset
uspto-grants-2008_11
Patent number
US07446201B2

Reaction notes

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