Phenylboronic Acid → HCID 22032946, compound

HRID 2221250Notes

Reaction equation

HRID 2221250 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.[C:19]1(B(O)O)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=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:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:10][CH:9]=3)[CH:5]=[CH:6]2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 4408258HCID 4408258, compound

Product 1

HCID 22032946HCID 22032946, compound

Procedure

The title compound was prepared from 5-bromo-1-(4-fluorobenzyl)-1H-indole (Step 1 of Example 27) and benzeneboronic 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 302. 1HNMR (300 MHz, DMSO-d6): δ 7.81 (s, 1H), 7.63 (d, 2H, J=8.3 Hz), 7.56-7.51 (m, 2H), 7.45-7.37 (m, 3H), 7.30-7.22 (m, 3H), 7.20-7.08 (m, 2H), 6.54 (d, 1H, J=6.0 Hz), and 5.43 ppm (s, 2H).

Workup

  1. customThe product was obtained as an oil

Sources & evidence

ORD record
ord-4ba4da7aa1f9497c9293a29616c77bbb
Source dataset
uspto-grants-2008_05
Patent number
US07368471B2

Reaction notes

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