Ethyl 2-chloro-3-oxo-3-phenylpropanoate → HCID 66856032, compound

HRID 2282268Notes

Reaction equation

HRID 2282268 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:12](=[S:14])[NH2:13])=[C:9]([CH3:11])[N:10]=2)[CH:7]=1.Cl[CH:16]([C:22](=O)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:12]3[S:14][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:22]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[N:13]=3)=[C:9]([CH3:11])[N:10]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 9855991Ethyl 2-chloro-3-oxo-3-phenylpropanoateHCID 82530452HCID 82530452, compound

Product 1

HCID 66856032HCID 66856032, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

To a suspension of 6-bromo-2-methylimidazo[1,2-a]pyridine-3-carbothioamide (700 mg, 2.59 mmol) obtained as described above in DMF (60 mL), was added ethyl 2-chloro-3-oxo-3-phenylpropanoate (1.76 g, 7.77 mmol), and the mixture was stirred at 90° C. for 21 h. The mixture was allowed to cool to rt, and the solvent was removed under reduced pressure. The residue was washed with water, EtOH and diethyl ether to give the titled compound (750 mg, 66%) as a pale yellow solid.

Workup

  1. customobtained
  2. temperatureto cool to rt
  3. customthe solvent was removed under reduced pressure
  4. washThe residue was washed with water, EtOH and diethyl ether

Sources & evidence

ORD record
ord-36b0d9ec77e64bd69e473ce39f0fc076
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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