Hydrazine hydrate (1:1) → HCID 86725386, compound

HRID 1503831Notes

Reaction equation

HRID 1503831 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21]3[C:26]([C:27](=[O:29])[NH2:28])=[C:25](Cl)[N:24]=[C:23]([S:31][CH3:32])[N:22]=3)=[CH:16][C:15]=2[CH3:33])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.[NH2:35][NH2:36]>O1CCOCC1>[C:27]([C:26]1[C:21]([NH:20][C:17]2[CH:18]=[CH:19][C:14]([N:11]3[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10]3)=[C:15]([CH3:33])[CH:16]=2)=[N:22][C:23]([S:31][CH3:32])=[N:24][C:25]=1[NH:35][NH2:36])(=[O:29])[NH2:28]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86725387HCID 86725387, compound

Product 1

HCID 86725386HCID 86725386, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a suspension of the product of Example 17C (246 mg, 0.5 mmol) in 1,4-dioxane (10 mL) was added 85% hydrazine hydrate (125 mg, 2.5 mmol) dropwise. The mixture was stirred at room temperature for 3 hours, extracted with ethyl acetate and the organic layer was washed with water, dried over sodium sulfate, filtered and concentrated. The residue was washed with petroleum ether to provide the title compound. MS: 489 (M+H+).

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic layer was washed with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. washThe residue was washed with petroleum ether

Sources & evidence

ORD record
ord-6d4cb5918e0042c790892621e1edf131
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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