(3-Carbamoylphenyl)boronic acid → 4'-(1,3-Dioxolan-2-yl)-3'-(trifluoromethyl)-3-biphenylcarboxamide

HRID 70329

Reaction equation

HRID 70329 reaction equation
[NH2:1][C:2]([C:4]1[CH:5]=[C:6](B(O)O)[CH:7]=[CH:8][CH:9]=1)=[O:3].I[C:14]1[CH:19]=[CH:18][C:17]([CH:20]2[O:24][CH2:23][CH2:22][O:21]2)=[C:16]([C:25]([F:28])([F:27])[F:26])[CH:15]=1>C1(C)C=CC=CC=1.CCO>[O:21]1[CH2:22][CH2:23][O:24][CH:20]1[C:17]1[CH:18]=[CH:19][C:14]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([C:2]([NH2:1])=[O:3])[CH:5]=2)=[CH:15][C:16]=1[C:25]([F:26])([F:27])[F:28]

Participants

4

Reactant 2

HCID 2737814(3-Carbamoylphenyl)boronic acidHCID 582766812-[4-Iodo-2-(trifluoromethyl)phenyl]-1,3-dioxolane

Product 1

HCID 671599944'-(1,3-Dioxolan-2-yl)-3'-(trifluoromethyl)-3-biphenylcarboxamide

Reagents, catalysts & solvents 1

HCID 21863594Toluene ethanolSolvent

Procedure

The title compound was prepared from 3-(aminocarbonyl)phenyl boronic acid and 2-[4-iodo-2-(trifluoromethyl)phenyl]-1,3-dioxolane (I-IX-7) according to the procedure described for IX-10, using PhMe/EtOH (4:1) as organic cosolvents. Colorless solid. LC/MS (method A) 2.38 min; m/z 338 (M+H).

Workup

  1. customLC/MS (method A) 2.38 min

Sources & evidence

ORD record
ord-46ac662b190145d0b275375fff7109d3
Source dataset
uspto-grants-2014_09
Patent number
US08822518B2

Linked notes

Loading…