(+/-)-5-(2,5-Dioxo-4-imidazolidinylmethyl)-3-(1-methyl-4-piperidyl)-1H-indole → (+/-)-3-[3-(1-Methyl-4-piperidyl)-1H-indol-5-yl]alanine

HRID 343898

Reaction equation

HRID 343898 reaction equation
O=C1[NH:6][CH:5]([CH2:7][C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][CH:12]=[C:11]3[CH:17]2[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]2)[C:4](=[O:24])N1.[OH2:25].[OH-].[Ba+2].[OH-]>O>[CH3:23][N:20]1[CH2:21][CH2:22][CH:17]([C:11]2[C:10]3[C:14](=[CH:15][CH:16]=[C:8]([CH2:7][C@@H:5]([C:4]([OH:24])=[O:25])[NH2:6])[CH:9]=3)[NH:13][CH:12]=2)[CH2:18][CH2:19]1

Participants

4

Reactant 2

HCID 15233277(+/-)-5-(2,5-Dioxo-4-imidazolidinylmethyl)-3-(1-methyl-4-piperidyl)-1H-indoleHCID 17749100Barium hydroxide, monohydrate

Product 1

HCID 22852202(+/-)-3-[3-(1-Methyl-4-piperidyl)-1H-indol-5-yl]alanine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of the product from step (d) (2.4 g) and barium hydroxide hydrate (8.4 g) in water (50 ml) was refluxed for 72 hours, then cooled and evaporated in vacuo. The residue was taken up in hot methanol and filtered to remove barium salts.

Workup

  1. temperaturecooled
  2. customevaporated in vacuo
  3. filtrationfiltered
  4. customto remove barium salts

Sources & evidence

ORD record
ord-318bfde53829421087aea779f67bc012
Source dataset
uspto-grants-1999_01
Patent number
US05863935

Linked notes

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