p-Bromophenethylamine → 4'-(2-Aminoethyl)-3-biphenylcarboxamide

HRID 70321

Reaction equation

HRID 70321 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].Br[C:14]1[CH:22]=[CH:21][C:17]([CH2:18][CH2:19][NH2:20])=[CH:16][CH:15]=1.C1(C)C=CC=CC=1.CCO>COCCOC>[NH2:20][CH2:19][CH2:18][C:17]1[CH:21]=[CH:22][C:14]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([C:2]([NH2:1])=[O:3])[CH:5]=2)=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 533915p-BromophenethylamineHCID 2737814(3-Carbamoylphenyl)boronic acidHCID 21863594Toluene ethanol

Product 1

HCID 582764054'-(2-Aminoethyl)-3-biphenylcarboxamide

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

The title compound was prepared from 3-(aminocarbonyl)-phenyl boronic acid and 4-bromophenethylamine according to the procedure described for intermediate I-VII-1 with the exceptions that 4:1 PhMe/EtOH was sued as organic solvent (instead of DME) and the chromatographic purification step was omitted. LC/MS (method E) 0.53 min; m/z 241 (M+H).

Workup

  1. customthe chromatographic purification step
  2. customLC/MS (method E) 0.53 min

Sources & evidence

ORD record
ord-d3081091b1fe44fa8a47eb45f5cae40c
Source dataset
uspto-grants-2014_09
Patent number
US08822518B2

Linked notes

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