Ethyl Acetate → HCID 20074078, compound

HRID 704436Notes

Reaction equation

HRID 704436 reaction equation
C1(CCC[N:10]2[CH2:15][CH2:14][N:13]([C:16]([CH:18]3[CH2:22][S:21][CH:20]([C:23]4[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=4)[NH:19]3)=[O:17])[CH2:12][CH2:11]2)C=CC=CC=1.C(O[CH:33]=[O:34])(=O)C.C(O[CH2:39][CH3:40])(=O)C>ClCCl>[CH:33]([N:19]1[CH:18]([C:16]([N:13]2[CH2:12][CH2:11][NH:10][CH2:15][CH:14]2[CH2:16][CH2:18][CH2:22][C:40]2[CH:39]=[CH:27][CH:28]=[CH:23][CH:20]=2)=[O:17])[CH2:22][S:21][CH:20]1[C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1)=[O:34]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 75269Acetic-formic anhydrideHCID 3081152HCID 3081152, compound

Product 1

HCID 20074078HCID 20074078, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 40 mg of 1-(3-phenylpropyl)-4-[2-(3-pyridyl)thiazolidin-4-ylcarbonyl]piperazine in 5 ml of dichloromethane, there was added 0.5 ml of a formic acidacetic anhydride (5:3, v/v) mixture, and the resultant mixture was stirred overnight at room temperature. Ethyl acetate (20 ml) was added to the reaction mixture, the dilution was washed with 5% aqueous sodium hydrogen carbonate and with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 30 mg of 1-[3-formyl-2-(3-pyridyl)thiazolidin-4-ylcarbonyl]-(3-phenylpropyl)piperazine as an oil.

Workup

  1. washthe dilution was washed with 5% aqueous sodium hydrogen carbonate and with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9545b26b6b0a42858d2ff1b4d89e9c2e
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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