4-(Trifluoromethyl)phenylboronic acid → HCID 22032916, compound

HRID 1791483Notes

Reaction equation

HRID 1791483 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][CH2:12][CH2:13][CH3:14])[CH:6]=[CH:5]2.[F:15][C:16]([F:27])([F:26])[C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][CH:18]=1>>[CH2:11]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([C:20]3[CH:21]=[CH:22][C:17]([C:16]([F:27])([F:26])[F:15])=[CH:18][CH:19]=3)=[CH:10][CH:9]=2)[CH:5]=[CH:6]1)[CH2:12][CH2:13][CH3:14]

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 131691555-Bromo-1-butyl-1H-indole

Product 1

HCID 22032916HCID 22032916, compound

Procedure

The title compound was prepared from 5-bromo-1-butyl-1H-indole (Step 1 of Example 29) and 4-trifluoromethylphenylboronic acid in substantially the same manner, as described in Step 2 of Example 25. The product was obtained as an oil, mp: 52-53° C. Mass spectrum (APCI, [M+H]+) m/z 318. 1HNMR (400 MHz, DMSO-d6): δ 7.91-7.88 (m, 3H), 7.76 (d, 2H, J=8.24 Hz), 7.59 (d, 1H, J=8.55 Hz), 7.49 (d, 1H, J=8.56 Hz), 7.43 (d, 1H, J=3.06 Hz), 6.51 (d, 1H, J=3.05 Hz), 4.20 (t, 2H, J=7.01 Hz), 1.74 (p, 2H, J=7.19 Hz), 1.25 (h, 2H, J=7.48 Hz), and 0.88 ppm (t, 3H, J=7.32 Hz).

Workup

  1. customThe product was obtained as an oil, mp: 52-53° C

Sources & evidence

ORD record
ord-473ccea54dc34b72b66077d4b107335b
Source dataset
uspto-grants-2006_07
Patent number
US07074817B2

Reaction notes

Loading…