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

HRID 70331Notes

Reaction equation

HRID 70331 reaction equation
Br[C:2]1[C:3](C)=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[O:6].[O:12]1[CH2:16][CH2:15][O:14][CH:13]1[C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][C:18]=1[C:26]([F:29])([F:28])[F:27]>C1(C)C=CC=CC=1.CCO>[O:12]1[CH2:16][CH2:15][O:14][CH:13]1[C:17]1[CH:22]=[CH:21][C:20]([C:2]2[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([NH2:7])=[O:6])[CH:3]=2)=[CH:19][C:18]=1[C:26]([F:27])([F:28])[F:29]

Participants

4

Reactant 2

HCID 582764504-(1,3-Dioxolan-2-yl)-3-(trifluoromethyl)phenylboronic acidHCID 588288773-Bromo-2-methylbenzamide

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-bromo-2-methylbenzamide (Ex IV-2) and 4-(1,3-dioxolan-2-yl)-3-(trifluoromethyl)phenylboronic acid (I-IX-8) according to the procedure described in Example IX-10, using PhMe/EtOH (4:1) as organic colsovent. LC/MS (method A) 2.36 min; m/z 351 (M+H).

Workup

  1. customLC/MS (method A) 2.36 min

Sources & evidence

ORD record
ord-06fa1576e20d482bbd562d2684de0f67
Source dataset
uspto-grants-2014_09
Patent number
US08822518B2

Reaction notes

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