Chloroform → HCID 19390705, compound

HRID 1756595Notes

Reaction equation

HRID 1756595 reaction equation
S(O[CH2:12][CH:13]1[O:17][CH2:16][N:15]([C:18]2[CH:27]=[C:26]3[C:21]([C:22](=[O:37])[N:23]4[C:34]5[C:29](=[CH:30][C:31]([F:35])=[CH:32][CH:33]=5)[C:28](=[O:36])[C:24]4=[N:25]3)=[CH:20][CH:19]=2)[CH2:14]1)(C1C=CC(C)=CC=1)(=O)=O.[N-:38]=[N+:39]=[N-:40].[Na+].C(Cl)(Cl)Cl>CN(C=O)C>[N:38]([CH2:12][CH:13]1[O:17][CH2:16][N:15]([C:18]2[CH:27]=[C:26]3[C:21]([C:22](=[O:37])[N:23]4[C:34]5[C:29](=[CH:30][C:31]([F:35])=[CH:32][CH:33]=5)[C:28](=[O:36])[C:24]4=[N:25]3)=[CH:20][CH:19]=2)[CH2:14]1)=[N+:39]=[N-:40]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 33557Sodium AzideHCID 19390697HCID 19390697, compound

Product 1

HCID 19390705HCID 19390705, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-(5-tosyloxymethyloxazolidin-3-yl)-8-fluoroindolo[2,1-b]-quinazoline-6,12-dione (0.2 mmol) in DMF is added sodium azide (0.21 mmol). The reaction mixture is allowed to stir for 18 h at room temperature after which time CHCl3 is added and the organic layer is washed with water, dried (MgSO4) and the solvent is evaporated. Silica gel chromatography (1% MeOH/CHCl3) gives 3-(5-azidomethyloxazolidin-3-yl)-8-fluoroindolo[2,1-b]quinazoline-6,12-dione.

Workup

  1. additionis added
  2. washthe organic layer is washed with water
  3. dry with materialdried (MgSO4)
  4. customthe solvent is evaporated

Sources & evidence

ORD record
ord-fcb6da1d24124515aa60e07e6842a1db
Source dataset
uspto-grants-1995_08
Patent number
US05441955

Reaction notes

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