Sodium borohydride → HCID 57429280, compound

HRID 1435889Notes

Reaction equation

HRID 1435889 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][C:11]3=[O:15].[BH4-].[Na+]>CCO>[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[OH:15]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 57429279HCID 57429279, compound

Product 1

HCID 57429280HCID 57429280, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 1-(methylthio)-6,7-dihydro-8H-pyrido[3,4-b]pyrrolizin-8-one from Example 6 method-1 Step 5 (0.55 g, 2.2 mmol) in EtOH (10 mL)-TH (1 mL) was added NaBH4 (0.10 g, 2.6 mmol) at 0° C. After a period of 30 min. at room temperature, the reaction was quenched by the addition of acetone. The solvents were evaporated under reduced pressure and EtOAC and H2O were added to the residue. The organic phase was separated, dried over MgSO4 and evaporated. The title compound was washed with EtOAc/Hexane and filtered.

Workup

  1. customthe reaction was quenched by the addition of acetone
  2. customThe solvents were evaporated under reduced pressure and EtOAC and H2O
  3. additionwere added to the residue
  4. customThe organic phase was separated
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. washThe title compound was washed with EtOAc/Hexane
  8. filtrationfiltered

Sources & evidence

ORD record
ord-59c3d7625a9f483cafc5315667b8e631
Source dataset
uspto-grants-2009_11
Patent number
US07618979B2

Reaction notes

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