HCID 21911771, compound → HCID 58719664, compound

HRID 2217171Notes

Reaction equation

HRID 2217171 reaction equation
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([O:11][CH2:12][C@H:13]([OH:21])[CH2:14][N:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)=[CH:7][C:5]=2[N:6]=1.Cl[CH2:23][C:24]([NH:26][C:27]1[CH:28]=[CH:29][C:30]2[S:34][C:33]([CH3:35])=[N:32][C:31]=2[CH:36]=1)=[O:25]>C(O)C>[OH:21][C@@H:13]([CH2:12][O:11][C:8]1[CH:9]=[CH:10][C:4]2[S:3][C:2]([CH3:1])=[N:6][C:5]=2[CH:7]=1)[CH2:14][N:15]1[CH2:16][CH2:17][N:18]([CH2:23][C:24]([NH:26][C:27]2[CH:28]=[CH:29][C:30]3[S:34][C:33]([CH3:35])=[N:32][C:31]=3[CH:36]=2)=[O:25])[CH2:19][CH2:20]1

Participants

4

Reactant 2

HCID 21911771HCID 21911771, compoundHCID 29943216(2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol

Product 1

HCID 58719664HCID 58719664, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of (2R)-3-(2-methylbenzothiazol-5-yloxy)-1-piperazinylpropan-2-ol (0.2 g, 0.65 mmol) and 2-chloro-N-(2-methylbenzothiazol-5-yl)acetamide (0.155 g, 0.65 mmol) in ethanol was allowed to stir at reflux for 24 hours. The solvent was removed under reduced pressure and the residue was purified using preparative thin layer chromatography, to afford 2-{4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}-N-(2-methylbenzothiazol-5-yl)acetamide.

Workup

  1. temperatureat reflux for 24 hours
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified

Sources & evidence

ORD record
ord-cbf6728713a049c0a19c20748b0b1bf8
Source dataset
uspto-grants-2008_08
Patent number
US07407960B2

Reaction notes

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