Hydrochloric Acid → HCID 19375491, compound

HRID 2211128Notes

Reaction equation

HRID 2211128 reaction equation
[C:1]([N:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][C:13]([C:15](=[O:18])[CH2:16][Cl:17])=[CH:14][C:7]=2[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+].Cl>ClCCl.CO>[ClH:17].[C:1]([N:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][C:13]([C:15](=[O:18])[CH2:16][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:14][C:7]=2[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 11430Potassium CarbonateHCID 19375504HCID 19375504, compound

Product 1

HCID 19375491HCID 19375491, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

In 10 ml of dichloromethane was dissolved 1.50 g of 1-(3-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-2-chloro-1-ethanone obtained in Reference Example 2. To the solution was added 1.7 ml of piperidine, and the mixture was stirred for one hour at room temperature. The reaction mixture was poured into an aqueous solution of potassium carbonate, which was subjected to extraction with dichloromethane. The extract was dried over anhydrous sodium sulfate, from which was distilled off the solvent to leave an oily residue. To the residue was dissolved in 5 ml of methanol, to which was added 1.7 ml of 4N methanolic hydrochloric acid. Then the solvent was distilled off to leave 1.50 g of the title compound as colorless powder.

Workup

  1. customobtained in Reference Example 2
  2. extractionwas subjected to extraction with dichloromethane
  3. dry with materialThe extract was dried over anhydrous sodium sulfate, from which
  4. distillationwas distilled off the solvent
  5. customto leave an oily residue
  6. distillationThen the solvent was distilled off

Sources & evidence

ORD record
ord-98aac303226d4af2b106744ca3b1b0ad
Source dataset
uspto-grants-1995_10
Patent number
US05462934

Reaction notes

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