Methylamine → HCID 178482451, compound

HRID 1386823Notes

Reaction equation

HRID 1386823 reaction equation
[NH2:1][C:2]1[O:3][C@@H:4]([C@@H:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[CH3:9])[C:5](=[O:7])[N:6]=1.[CH3:19]N>>[CH3:9][C@H:8]([C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1)[C@@H:4]1[O:3][C:2]([NH:1][CH3:19])=[N:6][C:5]1=[O:7]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 10131032HCID 10131032, compound

Product 1

HCID 178482451HCID 178482451, compoundYield 60%

Procedure

(5S)-2-Amino-5-[(1R)-1-(indol-3-yl)ethyl]-4-oxazolone (1.22 g) was dissolved in 40% aqueous solution of methylamine (9 ml). The vessel was stoppered and kept standing for 3 hours at 5° C. The reaction mixture was concentrated under reduced pressure to make the volume to about half. The precipitated solid substance was collected by filtration and washed with water (20 ml). The solid substance was recrystallized from methanol-water to give indolmycin (0.777 g) as white crystals (yield: 60%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. filtrationThe precipitated solid substance was collected by filtration
  3. washwashed with water (20 ml)
  4. customThe solid substance was recrystallized from methanol-water

Sources & evidence

ORD record
ord-167448d36e9c42f9ad3948e1afbc4c04
Source dataset
uspto-grants-2001_07
Patent number
US06265586B1

Reaction notes

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