Phenylboronic Acid → HCID 67214827, compound

HRID 2421596Notes

Reaction equation

HRID 2421596 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12](Br)[CH:11]=2)[CH:2]=1.[C:18]1(B(O)O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:11]=2)[CH:2]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 795837HCID 795837, compound

Product 1

HCID 67214827HCID 67214827, compound

Procedure

Using Preparation Method 2, N-(3-pyridylmethyl)-3-bromobenzamide was reacted with phenylboronic acid. The resulting reaction mixture was purified using SiO2 with CH2Cl2/MeOH 98:2 to 90:10. A colourless oil was obtained (87%). NMR 1H (ppm, CDCl3): 8.87 (s, 1H), 8.73 (d, J4=4.5 Hz, 1H), 8.28 (t, J4=2.0 Hz, 1H), 8.03-7.94 (m, 3H), 7.89 (d, J3=6.9 Hz, 2H), 7.75-7.50 (m, 5H), 6.17 (br. t., 1H), 4.91 (d, J3=5.9 Hz, 2H).

Workup

  1. customThe resulting reaction mixture
  2. customwas purified
  3. customA colourless oil was obtained (87%)

Sources & evidence

ORD record
ord-308c83b7c21141ab9d140248caf1d2a1
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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