4-Toluenesulfonyl chloride → HCID 19390697, compound

HRID 1756594Notes

Reaction equation

HRID 1756594 reaction equation
[OH:1][CH2:2][CH:3]1[O:7][CH2:6][N:5]([C:8]2[CH:17]=[C:16]3[C:11]([C:12](=[O:27])[N:13]4[C:24]5[C:19](=[CH:20][C:21]([F:25])=[CH:22][CH:23]=5)[C:18](=[O:26])[C:14]4=[N:15]3)=[CH:10][CH:9]=2)[CH2:4]1.[S:28](Cl)([C:31]1[CH:37]=[CH:36][C:34]([CH3:35])=[CH:33][CH:32]=1)(=[O:30])=[O:29].C(N(CC)CC)C>CN(C=O)C.C(Cl)(Cl)Cl>[S:28]([O:1][CH2:2][CH:3]1[O:7][CH2:6][N:5]([C:8]2[CH:17]=[C:16]3[C:11]([C:12](=[O:27])[N:13]4[C:24]5[C:19](=[CH:20][C:21]([F:25])=[CH:22][CH:23]=5)[C:18](=[O:26])[C:14]4=[N:15]3)=[CH:10][CH:9]=2)[CH2:4]1)([C:31]1[CH:37]=[CH:36][C:34]([CH3:35])=[CH:33][CH:32]=1)(=[O:30])=[O:29]

Participants

6

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 19390699HCID 19390699, compound

Product 1

HCID 19390697HCID 19390697, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 3-(5-hydroxymethyloxazolidin-3-yl)-8-fluoroindolo[2,1-b]-quinazoline-6,12-dione (0.1 mmol), tosyl chloride (0.12 mmol) and triethylamine (0.2 mmol) in dry DMF is allowed to stir at room temperature overnight. The reaction mixture is diluted with CHCl3, washed with 0.1N HCl, sodium bicarbonate solution, dried (MgSO4) and the solvent is evaporated to give 3-(5-tosyloxymethyloxazolidin-3-yl)-8-fluoroindolo[2,1-b]quinazoline-6,12-dione.

Workup

  1. washwashed with 0.1N HCl, sodium bicarbonate solution
  2. dry with materialdried (MgSO4)
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-69c2b3e3e0be4d55a46877f7d1c4a0a3
Source dataset
uspto-grants-1995_08
Patent number
US05441955

Reaction notes

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