HCID 69024576, compound → HCID 69025948, compound

HRID 1433099Notes

Reaction equation

HRID 1433099 reaction equation
[Cl:1][C:2]1[S:6][C:5]([O:7][CH2:8][C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH:18]3[CH2:27][CH2:26][C:21]4(OCC[O:22]4)[CH2:20][CH2:19]3)[C:13](=[O:28])[C@@H:12]2[CH2:29][O:30][CH3:31])=[O:10])=[CH:4][CH:3]=1>C(O)(=O)C.O>[Cl:1][C:2]1[S:6][C:5]([O:7][CH2:8][C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH:18]3[CH2:27][CH2:26][C:21](=[O:22])[CH2:20][CH2:19]3)[C:13](=[O:28])[C@@H:12]2[CH2:29][O:30][CH3:31])=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 69024576HCID 69024576, compound

Product 1

HCID 69025948HCID 69025948, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 21899381Acetic acid--water (1/1)Solvent

Conditions

Temperature
65 °C

Procedure

4-[(5-Chloro-thiophen-2-yloxy)-acetyl]-1-(1,4-dioxa-spiro[4.5]dec-8-ylmethyl)-3-(S)-methoxymethyl-piperazin-2-one (2.8 g, 5.9 mmol) is placed in 80:20 acetic acid/water and heated at 65° C. for 0.2 h. The mixture is evaporated and is diluted with ethyl acetate (200 mL). The organic phase is washed with 1 N NaOH, is dried (MgSO4) and is evaporated to provide the intermediate title compound as a clear colorless oil (2.4 g, 95%). MS (ES), 429 [M+H]+.

Workup

  1. customThe mixture is evaporated
  2. additionis diluted with ethyl acetate (200 mL)
  3. washThe organic phase is washed with 1 N NaOH
  4. dry with materialis dried (MgSO4)
  5. customis evaporated

Sources & evidence

ORD record
ord-7c64bb85aa59459c93e8b87855e279bb
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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