4-(Trifluoromethoxy)phenylboronic acid → HCID 11292068, compound

HRID 1791476Notes

Reaction equation

HRID 1791476 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[CH:6]=[CH:5]2.[F:19][C:20]([F:32])([F:31])[O:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1>>[F:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:7]2[C:8]3[C:4](=[CH:3][C:2]([C:25]4[CH:24]=[CH:23][C:22]([O:21][C:20]([F:19])([F:31])[F:32])=[CH:27][CH:26]=4)=[CH:10][CH:9]=3)[CH:5]=[CH:6]2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 4408258HCID 4408258, compound

Product 1

HCID 11292068HCID 11292068, compound

Procedure

The title compound was prepared from 5-bromo-1-(4-fluorobenzyl)-1H-indole and 4-(trifluoromethoxy)phenylboronic acid in substantially the same manner, as described in Step 2 of Example 25. The product was obtained as an oil. Mass spectrum (ESI, [M+H]+) m/z 386. 1HNMR (300 MHz, DMSO-d6): δ 7.84 (s, 1H), 7.76 (d, 2H, J=8.7 Hz), 7.56 (s, 1H), 7.55 (d, 1H, J=9.7 Hz), 7.41-7.39 (m, 3H), 7.23 (d, 2H, J=8.1 Hz), 7.16 (d, 2H, J=8.7 Hz), 6.55 (d, 1H, J=3.1 Hz), and 5.44 ppm (s, 2H).

Workup

  1. customThe product was obtained as an oil

Sources & evidence

ORD record
ord-1a929905409f4df2874edb2ef39fb252
Source dataset
uspto-grants-2006_07
Patent number
US07074817B2

Reaction notes

Loading…