4-Chlorophenylboronic acid → HCID 22032971, compound

HRID 1791479Notes

Reaction equation

HRID 1791479 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:21]=[CH:20][C:19](B(O)O)=[CH:18][CH:17]=1>>[CH2:11]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([C:19]3[CH:20]=[CH:21][C:16]([Cl:15])=[CH:17][CH:18]=3)=[CH:10][CH:9]=2)[CH:5]=[CH:6]1)[CH2:12][CH2:13][CH3:14]

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 131691555-Bromo-1-butyl-1H-indole

Product 1

HCID 22032971HCID 22032971, compound

Procedure

The title compound was prepared from 5-bromo-1-butyl-1H-indole and 4-chlorophenylboronic 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 284. 1HNMR (400 MHz, DMSO-d6): δ 7.81 (s, 1H), 7.67 (d, 2H, J=8.56 Hz), 7.54 (d, 1H, J=8.55 Hz), 7.46 (d, 2H, J=8.55 Hz), 7.42-7.40 (m, 2H), 6.47 (d, 1H, J=3.0 Hz), 4.18 (t, 2H, J=7.02 Hz), 1.73 (p, 2H, J=7.18 Hz), 1.24 (h, 2H, J=7.47 Hz), and 0.88 ppm (t, 3H, J=7.33 Hz).

Workup

  1. customThe product was obtained as an oil

Sources & evidence

ORD record
ord-916330ebdd15492aaf890057b09b7397
Source dataset
uspto-grants-2006_07
Patent number
US07074817B2

Reaction notes

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