HCID 58504204, compound → HCID 58504017, compound

HRID 2407706Notes

Reaction equation

HRID 2407706 reaction equation
[OH:1][CH2:2][C:3]1[N:7]([CH2:8][CH2:9][NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[N:6]=[C:5]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:4]=1>O1CCCC1>[CH:2]([C:3]1[N:7]([CH2:8][CH2:9][NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[N:6]=[C:5]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:4]=1)=[O:1]

Participants

3

Reactant 1

HCID 58504204HCID 58504204, compound

Product 1

HCID 58504017HCID 58504017, compoundYield 40.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound prepared in Example 122 (0.25 g) was suspended in tetrahydrofuran (20 mL) manganese (II) oxide (2.05 g) was added and the suspension stirred at room temperature overnight. The reaction mixture was then filtered through a pad of silica and celite (trade mark), eluting with ethyl acetate. The organics were concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography (eluant: 20% ethyl acetate/hexane) to afford the title compound (0.10 g) having the following physical data.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was then filtered through a pad of silica and celite (trade mark)
  3. washeluting with ethyl acetate
  4. concentrationThe organics were concentrated under reduced pressure
  5. customto afford the crude material, which
  6. customwas purified by flash column chromatography (eluant: 20% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-c771520bc1c648f793d222f1dd067ab0
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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