HCID 19357063, compound → HCID 54007327, compound

HRID 377865Notes

Reaction equation

HRID 377865 reaction equation
[OH:1][CH:2]([C:4]1[CH:5]=[C:6]([NH:13][C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[C:24]([O:30][CH3:31])[CH:23]=3)[CH2:18][CH2:17]2)=[O:15])[C:7]([O:11][CH3:12])=[N:8][C:9]=1[CH3:10])[CH3:3].[C:32](O)(=[S:34])[CH3:33]>O1CCCC1>[C:32](=[S:34])([O:1][CH:2]([C:4]1[C:9]([CH3:10])=[N:8][C:7]([O:11][CH3:12])=[C:6]([NH:13][C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:23]=[C:24]([O:30][CH3:31])[CH:25]=[C:26]([O:28][CH3:29])[CH:27]=3)[CH2:18][CH2:17]2)=[O:15])[CH:5]=1)[CH3:3])[CH3:33]

Participants

4

Reactant 2

HCID 19357063HCID 19357063, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 54007327HCID 54007327, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

1-{([5-(1-Hydroxyethyl)-2-methoxy-6-methylpyridin-3-yl]aminocarbonyl}-4-(3,5-dimethoxyphenyl)piperazine(213 mg, 0.5 mmol) and thioacetic acid(72 μl, 1.0 mmol) were dissolved in tetrahydrofuran and was added into the above solution. The mixture solution was stirred at 0° C. for 1 hour and at room temperature for 1 hour and then was concentrated under the reduced pressure to remove the solvent. The concentrate was purified by column chromatography(ethylacetate:hexane=1:2) to obtain the titled compound.

Workup

  1. additionwas added into the above solution
  2. concentrationwas concentrated under the reduced pressure
  3. customto remove the solvent
  4. customThe concentrate was purified by column chromatography(ethylacetate:hexane=1:2)

Sources & evidence

ORD record
ord-ea6816cc0ddd4fbaa7f494a3b40d7e5b
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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