HCID 57989310, compound → HCID 57989256, compound

HRID 1689236Notes

Reaction equation

HRID 1689236 reaction equation
[OH:1][CH2:2][C:3]1[C:30]([CH3:31])=[CH:29][C:6]([O:7][CH2:8][CH2:9][N:10]2[CH2:28][CH2:27][C:13]3([O:18][CH2:17][CH2:16][N:15]([C:19]([C:21]4[N:22]=[C:23]([CH3:26])[S:24][CH:25]=4)=[O:20])[CH2:14]3)[CH2:12][CH2:11]2)=[C:5]([CH3:32])[CH:4]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:31][C:30]1[CH:29]=[C:6]([O:7][CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][C:13]3([O:18][CH2:17][CH2:16][N:15]([C:19]([C:21]4[N:22]=[C:23]([CH3:26])[S:24][CH:25]=4)=[O:20])[CH2:14]3)[CH2:27][CH2:28]2)[C:5]([CH3:32])=[CH:4][C:3]=1[CH:2]=[O:1]

Participants

4

Reactant 1

HCID 57989310HCID 57989310, compound

Product 1

HCID 57989256HCID 57989256, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese dioxide (0.32 g) was added to a solution of (9-(2-(4-(hydroxymethyl)-2,5-dimethylphenoxy)ethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone (example 18, step e) (0.17 g) in DCM (10 mL). The resulting mixture was heated at reflux for 4 h. The reaction was filtered through Celite and the filter pad washed with DCM (2×50 mL). The mother liquors and the washings were combined and evaporated to give the subtitled compound as a yellow gum. Yield 0.17 g.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 4 h
  3. filtrationThe reaction was filtered through Celite
  4. washthe filter pad washed with DCM (2×50 mL)
  5. customevaporated

Sources & evidence

ORD record
ord-d9c2551375df45a09a4525ef9ee372fa
Source dataset
uspto-grants-2012_04
Patent number
US08148373B2

Reaction notes

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