Sulfamide → HCID 46852046, compound

HRID 241653Notes

Reaction equation

HRID 241653 reaction equation
[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([S:14]([CH2:17][CH:18]4[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]4)(=[O:16])=[O:15])=[CH:13][C:8]=3[N:7]=[C:6]2[CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:3][CH2:2]1.[S:29](N)([NH2:32])(=[O:31])=[O:30]>O1CCOCC1>[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([S:14]([CH2:17][CH:18]4[CH2:19][CH2:20][N:21]([S:29]([NH2:32])(=[O:31])=[O:30])[CH2:22][CH2:23]4)(=[O:15])=[O:16])=[CH:13][C:8]=3[N:7]=[C:6]2[CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 82267SulfamideHCID 58513582HCID 58513582, compound

Product 1

HCID 46852046HCID 46852046, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The mixture of 1-(cyclopropylmethyl)-2-(2,2-dimethylpropyl)-5-[(piperidin-4-ylmethane)sulfonyl]-1,3-benzodiazole (STEP D of Example 5, 25 mg, 0.062 mmol), sulfamide (15 mg, 0.16 mmol)and 1,4-dioxane was refluxed for 6 h. The reaction mixture was concentrated in vacuo and extracted with ethyl acetate (20 mL) and water (30 mL). The organic layer was washed with water (20 mL) and brine (15 mL), dried over magnesium sulfate. The crude product (27 mg) was purified by prep LC-MS(“process A”).

Workup

  1. temperaturewas refluxed for 6 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. extractionextracted with ethyl acetate (20 mL) and water (30 mL)
  4. washThe organic layer was washed with water (20 mL) and brine (15 mL)
  5. dry with materialdried over magnesium sulfate
  6. customThe crude product (27 mg) was purified by prep LC-MS(“process A”)

Sources & evidence

ORD record
ord-e40437972a6a4f05b9909595a40c0178
Source dataset
uspto-grants-2014_02
Patent number
US08653063B2

Reaction notes

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