Tributylstannane → HCID 10750163, compound

HRID 849059Notes

Reaction equation

HRID 849059 reaction equation
Cl[C:2]1(Cl)[C@@H:6]([CH2:7]Cl)[C@H:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[NH:4][C:3]1=[O:16].C([SnH](CCCC)CCCC)CCC.[F-].[K+].C(OCC)(=O)C>C1(C)C=CC=CC=1.CC(N=NC(C#N)(C)C)(C#N)C>[CH3:7][C@H:6]1[C@H:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[NH:4][C:3](=[O:16])[CH2:2]1

Participants

7

Reactant 4

HCID 5948TributylstannaneHCID 8857Ethyl AcetateHCID 522689Potassium FluorideHCID 69948281HCID 69948281, compound

Product 1

HCID 10750163HCID 10750163, compoundYield 32.1%

Reagents, catalysts & solvents 2

HCID 6547AzobisisobutyronitrileCatalystHCID 1140TolueneSolvent

Procedure

A solution of the product of Example 61 (1.3 g), tributyltin hydride (3.85 g) and AIBN (16 mg) in toluene (50 mL) was refluxed for 4 hours. The reaction mixture was treated with a solution of KF (20%, 40 mL) and ethyl acetate (100 mL), filtered, concentrated and chromatographed to yield the title material (270 mg).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customchromatographed

Sources & evidence

ORD record
ord-7a4f14b430f94cff8f45209bd8096f75
Source dataset
uspto-grants-2000_01
Patent number
US06011028

Reaction notes

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