4-(Trifluoromethoxy)phenylboronic acid → HCID 22032944, compound

HRID 1791492Notes

Reaction equation

HRID 1791492 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][CH:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH:6]=[CH:5]2.[F:17][C:18]([F:30])([F:29])[O:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[CH2:13]([CH:12]([CH2:15][CH3:16])[CH2:11][N:7]1[C:8]2[C:4](=[CH:3][C:2]([C:23]3[CH:22]=[CH:21][C:20]([O:19][C:18]([F:17])([F:29])[F:30])=[CH:25][CH:24]=3)=[CH:10][CH:9]=2)[CH:5]=[CH:6]1)[CH3:14]

Participants

3

Reactant 2

HCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 22032975HCID 22032975, compound

Product 1

HCID 22032944HCID 22032944, compound

Procedure

The title compound was prepared from 5-bromo-1-(2-ethylbutyl)-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 (APCI, [M+H]+) m/z 362. 1HNMR (300 MHz, DMSO-d6): δ 7.82 (s, 1H), 7.77 (d, 2H, J=8.56 Hz), 7.51 (d, 1H, J=8.50 Hz), 7.44-7.39 (m, 4H), 6.49 (d, 1H, J=3.12 Hz), 4.07 (d, 2H, J=7.32 Hz), 1.80 (hep, 1H), 1.24 (p, 4H), and 0.85 ppm (t, 6H).

Workup

  1. customThe product was obtained as an oil

Sources & evidence

ORD record
ord-b2bd910bae3f4c60a9cb3f3c9838f554
Source dataset
uspto-grants-2006_07
Patent number
US07074817B2

Reaction notes

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