Ammonia → HCID 10742994, compound

HRID 1603145Notes

Reaction equation

HRID 1603145 reaction equation
[CH3:1][N:2]([CH:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]([C:20](=[O:37])[C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:36])[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[CH3:35])=[CH:23][CH:22]=2)[CH2:12][CH2:11][CH2:10]1)[CH2:3][C:4](OCC)=[O:5].[NH3:38]>CO>[CH3:1][N:2]([CH:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]([C:20](=[O:37])[C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:36])[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[CH3:35])=[CH:23][CH:22]=2)[CH2:12][CH2:11][CH2:10]1)[CH2:3][C:4](=[O:5])[NH2:38]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 10743970HCID 10743970, compound

Product 1

HCID 10742994HCID 10742994, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

5-(N-Methyl-N-ethoxycarbonylmethylamino)-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.6 g) is dissolved in saturated solution of ammonia in methanol (20 ml), and the mixture is heated at 100° C. for 8 hours in a sealed tube. The reaction solution is concentrated and the resulting residue is purified by silica gel column chromatography (eluent; dichloromethane:methanol=30:1) to give 5-(N-methyl-N-carbamoylmethylamino)-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.4 g) as colorless amorphous.

Workup

  1. concentrationThe reaction solution is concentrated
  2. customthe resulting residue is purified by silica gel column chromatography (eluent; dichloromethane:methanol=30:1)

Sources & evidence

ORD record
ord-9ab7bc190aa1419fade3757942e300cb
Source dataset
uspto-grants-1999_11
Patent number
US05985869

Reaction notes

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