(3-Chlorophenyl)boronic acid → HCID 22032968, compound

HRID 2221254Notes

Reaction equation

HRID 2221254 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.[Cl:15][C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1>>[CH2:11]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([C:20]3[CH:19]=[CH:18][CH:17]=[C:16]([Cl:15])[CH:21]=3)=[CH:10][CH:9]=2)[CH:5]=[CH:6]1)[CH2:12][CH2:13][CH3:14]

Participants

3

Reactant 2

HCID 2734323(3-Chlorophenyl)boronic acidHCID 131691555-Bromo-1-butyl-1H-indole

Product 1

HCID 22032968HCID 22032968, compound

Procedure

The title compound was prepared from 5-bromo-1-butyl-1H-indole (Step 1 of Example 29) and 3-chlorophenylboronic 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 284. 1HNMR (400 MHz, DMSO-d6): δ 7.85 (s, 1H), 7.69 (s, 1H), 7.63 (d, 1H, J=8.36 Hz), 7.55 (d, 1H, J=8.55 Hz), 7.47-7.41 (m, 3H), 7.34 (d, 1H, J=7.94 Hz), 6.48 (d, 1H, J=3.05 Hz), 4.19 (t, 2H, J=7.01 Hz), 1.73 (p, 2H, J=7.16 Hz), 1.25 (h, 2H, J=7.46 Hz), and 0.88 ppm (t, 3H, J=7.31 Hz). Elemental Analysis for C18H18ClN: Calculated: C, 76.18; H, 6.39; N, 4.94. Found: C, 76.85; H, 6.23; N, 4.81.

Workup

  1. customThe product was obtained as an oil

Sources & evidence

ORD record
ord-56b6c524ee464d2e951681dd1f1fc66d
Source dataset
uspto-grants-2008_05
Patent number
US07368471B2

Reaction notes

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