(2-Hydroxyphenyl)boronic acid → HCID 59423920, compound

HRID 2387682Notes

Reaction equation

HRID 2387682 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:32]=[CH:33][CH:34]=1)[CH2:5][O:6][C@H:7]1[CH2:11][CH2:10][N:9]([C:12]([CH3:31])([CH3:30])[CH2:13][CH2:14][C:15]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:16]#[N:17])[CH2:8]1.[OH:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1B(O)O>>[OH:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[C:2]1[CH:34]=[CH:33][CH:32]=[C:4]([CH2:5][O:6][C@H:7]2[CH2:11][CH2:10][N:9]([C:12]([CH3:30])([CH3:31])[CH2:13][CH2:14][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:16]#[N:17])[CH2:8]2)[CH:3]=1

Participants

3

Reactant 2

HCID 2773454(2-Hydroxyphenyl)boronic acidHCID 59423922HCID 59423922, compound

Product 1

HCID 59423920HCID 59423920, compound

Procedure

The title compound was prepared from the product of example 55 and 2-hydroxyphenylboronic acid, using the same method as that described for example 56. The crude compound was purified by column chromatography on silica gel, eluting with ethyl acetate followed by dichloromethane:methanol, 95:5, to afford the desired product as pale brown foam in 61% yield.

Workup

  1. customThe crude compound was purified by column chromatography on silica gel
  2. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-1615e4c9e23b4d0dbaf55165fecdaa32
Source dataset
uspto-grants-2012_09
Patent number
US08268881B2

Reaction notes

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