HCID 22277993, compound → HCID 10248066, compound

HRID 1064086Notes

Reaction equation

HRID 1064086 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH:13]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)[N:12]([CH:20]([CH3:22])[CH3:21])[N:11]([CH3:23])[C:10]2=[O:24])[CH:5]=[CH:6][C:7]=1[Cl:8].[Br-].[Br-].[Br-].C1([N+](CC)(CC)CC)C=CC=CC=1.C1([N+](CC)(CC)CC)C=CC=CC=1.C1([N+](CC)(CC)CC)C=CC=CC=1>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[C:10](=[O:24])[N:11]([CH3:23])[N:12]([CH:20]([CH3:21])[CH3:22])[C:13]=2[C:14]2[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 22277993HCID 22277993, compoundHCID 86591495Phenyltriethylammonium tribromide

Product 1

HCID 10248066HCID 10248066, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The solution of 4-(3,4-Dichloro-phenyl)-1-isopropyl-2-methyl-5-pyridin-4-yl-pyrazolidin-3-one 40 mg in dichloromethane 10 mL was treated with phenyltriethylammonium tribromide 0.1 g at room temperature, The reaction mixture was stirred at room temperature for 15 h. The reaction was quenched with sat. Na2SO3 25 mL at 0° C. The reaction mixture was extracted with dichloromethane, 3×25 mL. The combined organic phase was washed with brine, dried over anhydrous Na2SO4. After purification by flash chromatography, the title compound was obtained as light yellow solid 20 mg. MS (ES+): 362 (M+H)+.

Workup

  1. customThe reaction was quenched with sat. Na2SO3 25 mL at 0° C
  2. extractionThe reaction mixture was extracted with dichloromethane, 3×25 mL
  3. washThe combined organic phase was washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. customAfter purification by flash chromatography

Sources & evidence

ORD record
ord-6c09f5903ef44289b85a511365bf5998
Source dataset
uspto-grants-2005_11
Patent number
US06967254B2

Reaction notes

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