Triethylamine → HCID 14280741, compound

HRID 1649777Notes

Reaction equation

HRID 1649777 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11](O)[CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15].C(N(CC)CC)C.CS([Cl:30])(=O)=O.[F:31][C:32]1[CH:45]=[CH:44][C:35]([C:36]([CH:38]2[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)=[O:37])=[CH:34][CH:33]=1>ClCCl.O1CCOCC1>[ClH:30].[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]([N:41]1[CH2:42][CH2:43][CH:38]([C:36](=[O:37])[C:35]2[CH:34]=[CH:33][C:32]([F:31])=[CH:45][CH:44]=2)[CH2:39][CH2:40]1)[CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 407267HCID 407267, compoundHCID 27244404-(4-Fluorobenzoyl)piperidine

Product 1

HCID 14280741HCID 14280741, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

1.4 g of 1-(2-naphthyl)-2-diethylaminoethanol was dissolved in 20 ml of dichloromethane. 2.4 ml of triethylamine and 0.9 ml of methanesulfonyl chloride were added to the solution under cooling with ice and the mixture was stirred at room temperature for 4.5 h. A solution of 1.2 g of 4-(p-fluorobenzoyl)piperidine in 25 ml of dioxane was added to the reaction mixture and the obtained mixture was refluxed for 2 h. After completion of the reaction, the product was purified according to silica gel column chromatography and then converted into its hydrochloride.

Workup

  1. temperatureunder cooling with ice
  2. temperaturethe obtained mixture was refluxed for 2 h
  3. customAfter completion of the reaction
  4. customthe product was purified

Sources & evidence

ORD record
ord-343a84def31d43f6be2ecd17683f8e60
Source dataset
uspto-grants-1990_05
Patent number
US04921863

Reaction notes

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