Piperidine → HCID 23316492, compound

HRID 1903129Notes

Reaction equation

HRID 1903129 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[C:15](Cl)[C:14]([N+:20]([O-:22])=[O:21])=[CH:13][CH:12]=3)=[O:5])[CH3:2].[NH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>CN(P(N(C)C)(N(C)C)=O)C>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[C:15]([N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)[C:14]([N+:20]([O-:22])=[O:21])=[CH:13][CH:12]=3)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 23316486HCID 23316486, compound

Product 1

HCID 23316492HCID 23316492, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

420 mg of 5-chloro-6-nitro-beta-carboline-3-carboxylic-acid-ethylester and 100 mg of piperidine in 10 ml of hexamethylphosphorotriamide are heated for 2 h to 80° C. After the solvent is distilled off, the residue is chromatographed on silica gel with methylene-chloride/ethanol. 350 mg of 5-piperidino-6-nitro-beta-carboline-3-carboxylic-acid-ethylester with a m.p. of 307° C. (decomposition) is obtained.

Workup

  1. distillationAfter the solvent is distilled off
  2. customthe residue is chromatographed on silica gel with methylene-chloride/ethanol

Sources & evidence

ORD record
ord-f2e9d245a19e47fa91b786238b0bbf26
Source dataset
uspto-grants-1984_03
Patent number
US04435403

Reaction notes

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