Water → HCID 15240665, compound

HRID 1654624Notes

Reaction equation

HRID 1654624 reaction equation
N1C=CC=CC=1.[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15](Cl)=[O:16].[CH3:18][C:19]([NH:28][CH:29]([CH3:33])[C:30](=[O:32])[CH3:31])([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=1)[CH3:20].O>ClCCl>[CH3:20][C:19]([N:28]([CH:29]([CH3:33])[C:30](=[O:32])[CH3:31])[C:15](=[O:16])[CH2:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[F:7])([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=1)[CH3:18]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 140040112-(2-Fluorophenyl)acetyl chlorideHCID 15240677HCID 15240677, compound

Product 1

HCID 15240665HCID 15240665, compoundYield 47.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 30 ml of dichloromethane containing 4.0 g of pyridine, 5.0 g of 2-(2-fluorophenyl)acetyl chloride was added dropwise to 3.2 g of N-[1-methyl-1-(3-chlorophenyl)ethyl]-N-(1-methyl-2-oxopropyl)amine at 20° to 30° C. After stirring for 1 hour, the solution was poured into water, and then extracted with dichloromethane. Next, the solution was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, concentrated by an evaporator, and then subjected to column chromatography to obtain 2.4 g of N-[1-methyl-1-(3chlorophenyl)ethyl]-N-(1-methyl-2-oxopropyl)-2-(2-fluorophenyl)acetamide.

Workup

  1. extractionextracted with dichloromethane
  2. washNext, the solution was washed with a saturated aqueous sodium bicarbonate solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated by an evaporator

Sources & evidence

ORD record
ord-66640ff6069f4982b645b43ad2ad27dc
Source dataset
uspto-grants-1995_04
Patent number
US05409886

Reaction notes

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