Xenon difluoride → HCID 24830695, compound

HRID 2092142Notes

Reaction equation

HRID 2092142 reaction equation
[CH3:1][C:2]([C:22]1[N:27]=[CH:26][C:25]([C:28]2[N:29]=[N:30][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:32][CH:33]=2)=[CH:24][CH:23]=1)([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[N:14][CH:15]=[C:16]([O:18][CH2:19]SC)[CH:17]=2)=[CH:8][CH:7]=1)[CH:3]([CH3:5])[CH3:4].[Xe](F)[F:39]>ClCCCl>[F:39][CH2:19][O:18][C:16]1[CH:17]=[C:12]([C:9]2[CH:8]=[CH:7][C:6]([C:2]([C:22]3[N:27]=[CH:26][C:25]([C:28]4[N:29]=[N:30][C:31]([C:34]([F:35])([F:37])[F:36])=[CH:32][CH:33]=4)=[CH:24][CH:23]=3)([CH3:1])[CH:3]([CH3:4])[CH3:5])=[CH:11][CH:10]=2)[CH:13]=[N:14][CH:15]=1

Participants

4

Reactant 2

HCID 83674Xenon difluorideHCID 59393681HCID 59393681, compound

Product 1

HCID 24830695HCID 24830695, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Procedure

A solution of 6b (18.0 mg, 0.0340 mmol) in 1,2-dichloroethane (2.00 mL) was added to a stirred solution of xenon difluoride (58.0 mg, 0.340 mmol) in 1,2-dichloroethane (1.00 mL) at 0° C. After approximately 2 h, the reaction mixture was quenched with triethylamine (0.250 mL) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 10%-30% EtOAc/hexanes as eluent) afforded the title compound 6c. m/z (ES) 497 (MH)+

Workup

  1. customthe reaction mixture was quenched with triethylamine (0.250 mL)
  2. concentrationconcentrated in vacuo
  3. customPurification of the crude residue by flash chromatography on silica gel (gradient elution; 10%-30% EtOAc/hexanes as eluent)

Sources & evidence

ORD record
ord-6f792caa3e8a4cf8970f745395288f30
Source dataset
uspto-grants-2013_05
Patent number
US08440672B2

Reaction notes

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