Benzylamine → HCID 10226630, compound

HRID 584902Notes

Reaction equation

HRID 584902 reaction equation
[CH3:1][N:2]([CH2:11][C:12]1[CH:13]=[C:14]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26](Cl)=[O:27])=[CH:20][CH:19]=2)[CH:15]=[CH:16][CH:17]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[CH2:29](N)[C:30]1C=CC=[CH:32][CH:31]=1.C([N:39]([CH2:42][CH3:43])CC)C.[CH2:44]1COCC1>>[CH3:1][N:2]([CH2:11][C:12]1[CH:13]=[C:14]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH:25]([C:26](=[O:27])[NH:39][C:42]3[CH:43]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH3:44])=[CH:20][CH:19]=2)[CH:15]=[CH:16][CH:17]=1)[C:3](=[O:4])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 4

HCID 7504BenzylamineHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 22341459HCID 22341459, compound

Product 1

HCID 10226630HCID 10226630, compound

Procedure

By reacting a solution of 637 mg (1.6 mmol) of 3-(3′-{[methyl-(1-phenylmethanoyl)amino]-methyl}biphenyl-4-yl)propionyl chloride in 5 ml of THF with 146 μl (1.6 mmol) of benzylamine in the presence of 250 μl (1.8 mmol) of triethylamine (1.6 mmol), and after purification by chromatography on a column of silica, 370 mg (50%) of N-methyl-N-[4′-(2-phenyl-carbamoylpropyl)biphenyl-3-ylmethyl]benzamide, with a melting point of 68-69° C., are obtained.

Workup

  1. customafter purification by chromatography on a column of silica, 370 mg (50%) of N-methyl-N-[4′-(2-phenyl-carbamoylpropyl)biphenyl-3-ylmethyl]benzamide
  2. customwith a melting point of 68-69° C., are obtained

Sources & evidence

ORD record
ord-1ad369efc7ea4772b7995bfdc502daba
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

Loading…