Ammonia → HCID 23283703, compound

HRID 612526Notes

Reaction equation

HRID 612526 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH2:13][N:14]1[C:19](=[O:20])[CH2:18][CH2:17][CH2:16][C:15]1=[O:21].Cl.N.CS(C)=[O:26]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:26])[CH:6]2[CH2:12][CH2:13][N:14]1[C:15](=[O:21])[CH2:16][CH2:17][CH2:18][C:19]1=[O:20]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 23283702HCID 23283702, compound

Product 1

HCID 23283703HCID 23283703, compound

Procedure

145 mg of N-[2-(5-methoxyindol-3-yl)ethyl]glutarimide are dissolved in DMSO (30 μl) in a round-bottomed flask and concentrated HCl (72 μl) is added with stirring. The mixture is stirred overnight at room temperature. The crude product is neutralized with NH3 and then extracted with EtOAc. After separation on a silica plate, N-[2-(5-methoxy-2-oxo-2,3-dihydroindol-3-yl)ethyl]-glutarimide is obtained.

Workup

  1. stirringThe mixture is stirred overnight at room temperature
  2. extractionextracted with EtOAc
  3. customAfter separation on a silica plate

Sources & evidence

ORD record
ord-04bb05f90d0e4b4bb7ac766b843e09e1
Source dataset
uspto-grants-1999_12
Patent number
US06004991

Reaction notes

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