Benzylamine → HCID 178497929, compound

HRID 378115Notes

Reaction equation

HRID 378115 reaction equation
[C:1]([N:3]=[C:4]([NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])SC)#[N:2].[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[C:1]([N:3]=[C:4]([NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])[NH:25][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)#[N:2]

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 178497930HCID 178497930, compound

Product 1

HCID 178497929HCID 178497929, compoundYield 44.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of the compound from Example D (1.0 g) and benzylamine (440 mg) in ethanol (15 ml) was heated at reflux under a nitrogen atmosphere for 3 hours. The reaction mixture was cooled to room temperature. On standing overnight at room temperature a white solid was obtained and isolated by filtration (720 mg). The crude filtrate was further purified by chromatography on silica (eluant; ethyl acetate/hexane, 1:1) to afford the title compound (550 mg) as a white solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux under a nitrogen atmosphere for 3 hours
  3. customa white solid was obtained
  4. customisolated by filtration (720 mg)
  5. customThe crude filtrate was further purified by chromatography on silica (eluant; ethyl acetate/hexane, 1:1)

Sources & evidence

ORD record
ord-105c91e310ee43aca7e40eb2849499fa
Source dataset
uspto-grants-2000_02
Patent number
US06028223

Reaction notes

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