Methanol → 2-Biphenyl-2-yl-acetamidine acetic acid salt

HRID 2169125Notes

Reaction equation

HRID 2169125 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15]([NH:17][C:18](=[O:20])[CH3:19])=[NH:16].C[OH:22]>[Pd]>[C:18]([OH:20])(=[O:22])[CH3:19].[C:8]1([C:3]2[CH:2]=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15]([NH2:17])=[NH:16]

Participants

4

Reactant 2

HCID 887MethanolHCID 140646908N-[2-[2-(2-chlorophenyl)phenyl]ethanimidoyl]acetamide

Product 1

HCID 867257812-Biphenyl-2-yl-acetamidine acetic acid saltYield 78.4%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To the solution of 2-(2′-chloro-biphenyl-2-yl)-N-acetyl-acetamidine (17) (2 g, 6.623 mmol) in methanol (10 mL) was added 200 mg 10% Pd—C. The mixture was hydrogenated by balloon pressure at room temperature for 18 h. After completion of the reaction, the mixture was filtered and evaporated to afford 2-biphenyl-2-yl-acetamidine acetic acid salt (5-01) (1.4 g, 78.4%) as a white solid.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe mixture was filtered
  3. customevaporated

Sources & evidence

ORD record
ord-78d3febc70b442469fc2bab081ae99f4
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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