Trifluoroacetic acid → HCID 68328527, compound

HRID 634133Notes

Reaction equation

HRID 634133 reaction equation
[I:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[S:15][C:14]([NH:16]CC4C=CC(OC)=CC=4)=[N:13][N:12]=3)[CH:9]=2)[N:4]([S:26]([C:29]2[CH:35]=[CH:34][C:32]([CH3:33])=[CH:31][CH:30]=2)(=[O:28])=[O:27])[CH:3]=1.C(O)(C(F)(F)F)=O>>[I:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[S:15][C:14]([NH2:16])=[N:13][N:12]=3)[CH:9]=2)[N:4]([S:26]([C:29]2[CH:35]=[CH:34][C:32]([CH3:33])=[CH:31][CH:30]=2)(=[O:27])=[O:28])[CH:3]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 683285925-(3-iodo-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine

Product 1

HCID 68328527HCID 68328527, compound

Procedure

A solution of 5-(3-iodo-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine (0.50 g, 0.811 mmol) and TFA (2.0 mL, 26.9 mmol) was heated in a microwave at 100° C. for 8 min. The solvent was removed in vacuo and the residue was dissolved in DCM and washed with sat. NaHCO3. The organic layer was dried, filtered and concentrated to give the crude material. MS (ESI, pos. ion) m/z: 497 (M+1).

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in DCM
  3. washwashed with sat. NaHCO3
  4. customThe organic layer was dried
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-df453118f6f843d0a569dc398b26710a
Source dataset
uspto-grants-2016_04
Patent number
US09321756B2

Reaction notes

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