Dimethyl Sulfoxide → HCID 86601997, compound

HRID 1435891Notes

Reaction equation

HRID 1435891 reaction equation
[CH3:1][S:2][C:3]1[C:8]2[CH:9]=[C:10]3[N:14]([C:7]=2[CH:6]=[CH:5][N:4]=1)[CH2:13][CH2:12][CH:11]3[CH:15](C(OC)=O)[C:16]([O:18][CH3:19])=[O:17].CS(C)=O.[Na+].[Cl-]>O>[CH3:1][S:2][C:3]1[C:8]2[CH:9]=[C:10]3[N:14]([C:7]=2[CH:6]=[CH:5][N:4]=1)[CH2:13][CH2:12][CH:11]3[CH2:15][C:16]([O:18][CH3:19])=[O:17]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 5234Sodium ChlorideHCID 66967749HCID 66967749, compound

Product 1

HCID 86601997HCID 86601997, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of dimethyl 2-[1-(methylthio)-7,8-dihydro-6H-pyrido[3,4-b]-pyrrolizin-8-yl]malonate (0.59 g, 2.17 mmol) and DMSO (4mL) was added NaCl (0.45 g) in H2O (0.45 mL). After a period of 18 h at 150° C., the reaction mixture was partitioned between ETOAc and H2O. The organic phase was separated, dried over Na2SO4 and evaporated. The title compound was then purified by flash chromatography.

Workup

  1. customthe reaction mixture was partitioned between ETOAc and H2O
  2. customThe organic phase was separated
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. customThe title compound was then purified by flash chromatography

Sources & evidence

ORD record
ord-554afae431be4e7abac799a989cc0839
Source dataset
uspto-grants-2009_11
Patent number
US07618979B2

Reaction notes

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