HCID 21911771, compound → HCID 58719664, compound

HRID 1245358Notes

Reaction equation

HRID 1245358 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-8167d2bbce8b47b8936b27bebe0f3503
Source dataset
uspto-grants-2006_10
Patent number
US07125876B2

Reaction notes

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