(4-Methanesulfonamidophenyl)boronic acid → HCID 87237198, compound

HRID 1618019Notes

Reaction equation

HRID 1618019 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[CH3:28])[CH2:9]/[C:10](/[C:13]2[CH:14]=[CH:15][C:16](=[O:20])[N:17]([CH3:19])[CH:18]=2)=[N:11]\[OH:12])=[CH:4][CH:3]=1.[CH3:29][S:30]([NH:33][C:34]1[CH:39]=[CH:38][C:37](B(O)O)=[CH:36][CH:35]=1)(=[O:32])=[O:31]>>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([C:37]3[CH:38]=[CH:39][C:34]([NH:33][S:30]([CH3:29])(=[O:32])=[O:31])=[CH:35][CH:36]=3)=[CH:7][CH:6]=2)[CH2:9]/[C:10](=[N:11]\[OH:12])/[C:13]2[CH:14]=[CH:15][C:16](=[O:20])[N:17]([CH3:19])[CH:18]=2)=[C:22]([CH3:28])[CH:23]=1

Participants

3

Reactant 2

HCID 2773537(4-Methanesulfonamidophenyl)boronic acidHCID 58043472HCID 58043472, compound

Product 1

HCID 87237198HCID 87237198, compound

Procedure

The title compound was prepared in analogy to example 166, from (+)-5-{3-(4-bromo-phenyl)-3-(4-chloro-2-methyl-phenyl)-1-[(E)-hydroxyimino]-propyl}-1-methyl-1H-pyridin-2-one (example 415) and 4-(methanesulfonylamino)phenylboronic acid (CAS RN 380430-57-9). The compound was purified by silica gel chromatography on a 20 g column using a MPLC system eluting with a gradient of dichloromethane:methanol (100:0 to 90:10). Light brown foam. MS (ESI+): m/z=550.2 ([M+H]+).

Workup

  1. customThe compound was purified by silica gel chromatography on a 20 g column
  2. washeluting with a gradient of dichloromethane:methanol (100:0 to 90:10)

Sources & evidence

ORD record
ord-8c70dd5471de4d4c832846eb4a73ae51
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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