Hydrochloric Acid → HCID 56597924, compound

HRID 509095Notes

Reaction equation

HRID 509095 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([S:17]([N:20](CC2C=CC(OC)=CC=2OC)[C:21]2[S:25][N:24]=[CH:23][N:22]=2)(=[O:19])=[O:18])[CH:6]=[CH:7][C:8]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[F:16])#[N:2].Cl>O1CCOCC1>[C:1]([C:3]1[CH:4]=[C:5]([S:17]([NH:20][C:21]2[S:25][N:24]=[CH:23][N:22]=2)(=[O:18])=[O:19])[CH:6]=[CH:7][C:8]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[F:16])#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66653141HCID 66653141, compound

Product 1

HCID 56597924HCID 56597924, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 3-cyano-N-(2,4-dimethoxybenzyl)-4-[(2-fluorophenyl)thio]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide (Preparation 13, 0.320 g, 0.590 mmol) was added a 4M solution of hydrogen chloride in 1,4-dioxane (10 mL). The reaction was stirred at ambient temperature overnight before concentrating in vacuo. The residue purified by silica gel flash column chromatography (ethyl acetate:methanol elution) followed by reverse phase column chromatography to afford the title compound as a solid (0.055 g, 24%).

Workup

  1. concentrationbefore concentrating in vacuo
  2. customThe residue purified by silica gel flash column chromatography (ethyl acetate:methanol elution)

Sources & evidence

ORD record
ord-b6d3dafbd13941feb6b0a2fd0081effb
Source dataset
uspto-grants-2015_08
Patent number
US09096558B2

Reaction notes

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