1-Piperidinecarbonyl chloride → HCID 86746368, compound

HRID 374039Notes

Reaction equation

HRID 374039 reaction equation
CN(C)CC[N:5]1[C:21](=[O:22])[C:20]2[C:19]3[C:18]4[C:13](=[CH:14][CH:15]=[C:16]([OH:23])[CH:17]=4)[NH:12][C:11]=3[CH:10]=[CH:9][C:8]=2[C:6]1=[O:7].[N:25]1([C:31]([Cl:33])=[O:32])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>N1C=CC=CC=1>[ClH:33].[CH3:30][N:25]([CH3:31])[CH2:26][CH2:27][C:10]1[C:11]2[NH:12][C:13]3[C:18](=[CH:17][C:16]([O:23][C:31]([N:25]4[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]4)=[O:32])=[CH:15][CH:14]=3)[C:19]=2[C:20]2[C:21](=[O:22])[NH:5][C:6](=[O:7])[C:8]=2[CH:9]=1

Participants

4

Reactant 2

HCID 2420851-Piperidinecarbonyl chlorideHCID 9818633HCID 9818633, compound

Product 1

HCID 86746368HCID 86746368, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In 8 ml of pyridine was dissolved 200 mg of N-(2-dimethylaminoethyl)-6-hydroxycarbazole-3,4-dicarboximide. There was added 460 mg of 1-piperidylcarbonyl chloride. The mixture was stirred at room temperature overnight. The solvent was removed by distillation under reduced pressure. The residue was mixed with 10 ml of isopropyl alcohol. The mixture was stirred at room temperature for 10 minutes. The resulting crystals were collected by filtration and dried to obtain 180 mg (yield: 62%) of N-(2-dimethylaminoethyl-6-(1-piperidyl-carbonyloxy)carbazole-3,4-dicarboximide hydrochloride as yellow crystals.

Workup

  1. customThe solvent was removed by distillation under reduced pressure
  2. additionThe residue was mixed with 10 ml of isopropyl alcohol
  3. stirringThe mixture was stirred at room temperature for 10 minutes
  4. filtrationThe resulting crystals were collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-3b89925b0e7e42b4b66bf1ec30e0913c
Source dataset
uspto-grants-1992_11
Patent number
US05166204

Reaction notes

Loading…