Ethylamine → HCID 178464554, compound

HRID 1169388Notes

Reaction equation

HRID 1169388 reaction equation
[ClH:1].C(O[C:5]([C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]2[CH2:17][CH2:18][O:19][C:20]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=4)=[CH:23][C:21]=3[CH:22]=2)=[O:15])=[CH:9][CH:8]=1)=[NH:6])C.[CH2:34]([NH2:36])[CH3:35]>C(O)C>[ClH:1].[CH2:34]([NH:36][C:5]([C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14]([C:16]2[CH2:17][CH2:18][O:19][C:20]3[CH:26]=[CH:25][C:24]([C:27]4[CH:28]=[CH:29][C:30]([CH3:33])=[CH:31][CH:32]=4)=[CH:23][C:21]=3[CH:22]=2)=[O:15])=[CH:11][CH:12]=1)=[NH:6])[CH3:35]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 17823976HCID 17823976, compound

Product 1

HCID 178464554HCID 178464554, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into a suspension (4 ml) of N-[4-(ethoxycarbonimidoyl)phenyl]-7-(4-methylphenyl)-2,3-dihydro-1-benzooxepine-4-carboxamide hydrochloride (169 mg) in ethanol was added ethylamine (1 ml). The resulting mixture was stirred at room temperature for 4 days and was then concentrated. The residue was suspended in ethyl acetate, 4 N hydrochloric acid/ethyl acetate was added and the precipitate was collected by filtration. The precipitate was recrystallized from ethyl acetate/methanol to obtain N-(4-ethylamidinophenyl)-7-(4-methylphenyl)-2,3-dihydro-1-benzooxepine-4-carboxamide hydrochloride (compound 43) (25 mg) as colorless crystals.

Workup

  1. concentrationwas then concentrated
  2. addition4 N hydrochloric acid/ethyl acetate was added
  3. filtrationthe precipitate was collected by filtration
  4. customThe precipitate was recrystallized from ethyl acetate/methanol

Sources & evidence

ORD record
ord-ceca736dfd55450fb1cad5392c67f5a8
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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