HCID 21701276, compound → HCID 21701407, compound

HRID 1596379Notes

Reaction equation

HRID 1596379 reaction equation
[N:1]1([C:9]([CH2:11][N:12]2[C:18]3[C:19]([CH3:23])=[CH:20][CH:21]=[CH:22][C:17]=3[C:16]([CH2:24][OH:25])=[N:15][CH:14]([NH:26][C:27]([NH:29][C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[CH:31]=3)=[O:28])[C:13]2=[O:37])=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CC(C)=O.[O-2].[O-2].[Mn+4]>[N:1]1([C:9]([CH2:11][N:12]2[C:18]3[C:19]([CH3:23])=[CH:20][CH:21]=[CH:22][C:17]=3[C:16]([CH:24]=[O:25])=[N:15][CH:14]([NH:26][C:27]([NH:29][C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[CH:31]=3)=[O:28])[C:13]2=[O:37])=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 21701276HCID 21701276, compound

Product 1

HCID 21701407HCID 21701407, compoundYield 80,320.203%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 180AcetoneSolvent

Procedure

A mixture of N-[(3RS)-1-(Azacyclooctan-1-yl)carbonylmethyl-2,3-dihydro-5-hydroxymethyl-9-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-N′-(3-methylphenyl)urea (1.50 mg) and manganese dioxide (15.0 g) in acetone (40 ml) was stirred at ambient temperature for 5 hours. The undissolved substances were removed by filtration. The filtrate was evaporated in vacuo to afford a residue, which was triturated in diisopropyl ether and collected by filtration to give N-[(3RS)-1-(azacyclooctan-1-yl)carbonylmethyl-2,3-dihydro-5-formyl-9-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-N′-(3-methylphenyl)urea as crystalline powder (1.20 g, 80.2% yield).

Workup

  1. customThe undissolved substances were removed by filtration
  2. customThe filtrate was evaporated in vacuo
  3. customto afford a residue, which
  4. customwas triturated in diisopropyl ether
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-612e93e1f42c4a288d44244b69af8935
Source dataset
uspto-grants-2001_09
Patent number
US06291452B1

Reaction notes

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