Methylamine → HCID 178482440, compound

HRID 564853Notes

Reaction equation

HRID 564853 reaction equation
[CH3:1][N:2](C)[C:3]1[O:4][CH:5]([CH:9]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[O:20][CH3:21])[NH:13][CH:12]=2)[CH3:10])[C:6](=[O:8])[N:7]=1.CN>>[CH3:21][O:20][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:19]=1[C:11]([CH:9]([CH:5]1[O:4][C:3]([NH:2][CH3:1])=[N:7][C:6]1=[O:8])[CH3:10])=[CH:12][NH:13]2

Participants

3

Reactant 2

HCID 6329Methylamine2×HCID 18473977HCID 18473977, compound

Product 1

HCID 178482440HCID 178482440, compoundYield 67.1%

Procedure

2-dimethylamino-5-[1-(4-methoxyindol-3-yl)ethyl]-2-oxazolin-4-one (50 mg) was added to methylamine (5 ml). The mixture was refluxed for 5 hours and additional methylamine (5 ml) was added. The whole was further refluxed for 2.5 hours. The-methylamine was distilled off to give a residue, which was subjected to silica gel chromatography. Elution with hexane-acetone (1:1) provided the titled compound (32 mg).

Workup

  1. temperatureThe mixture was refluxed for 5 hours
  2. temperatureThe whole was further refluxed for 2.5 hours
  3. distillationThe-methylamine was distilled off
  4. customto give a residue, which
  5. washElution with hexane-acetone (1:1)

Sources & evidence

ORD record
ord-168406914ca74cf2b16a1ca30d1b7130
Source dataset
uspto-grants-2001_01
Patent number
US06169102A

Reaction notes

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