Hydrazine hydrate (1:1) → HCID 67951920, compound

HRID 880015Notes

Reaction equation

HRID 880015 reaction equation
ClC(Cl)(Cl)[C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([C:14]3[CH:15]=[N:16][N:17]([CH3:19])[CH:18]=3)[CH:12]=2)[NH:7][CH:6]=1)=[O:4].O.[NH2:23][NH2:24]>CO>[CH3:19][N:17]1[CH:18]=[C:14]([C:11]2[CH:12]=[C:13]3[C:5]([C:3]([NH:23][NH2:24])=[O:4])=[CH:6][NH:7][C:8]3=[N:9][CH:10]=2)[CH:15]=[N:16]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 678146252,2,2-Trichloro-1-[5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethanone

Product 1

HCID 67951920HCID 67951920, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8 g of the trichloroethanone 3 prepared above are suspended in 150 ml of methanol, and 34 ml of hydrazine hydrate are slowly added dropwise at 5-10° C. When the addition is complete, the mixture is stirred at RT for a further 1 h. Half of the liquid components are subsequently removed in vacuo, and the residue is cooled to 0° C. The precipitating crystals are filtered off with suction and washed with methanol. The residue is subsequently dried at 80° C. in vacuo, giving 5.4 g of the hydrazide 4. HPLC-MS: Rt=1.263 min; [M+H+]: 257.1

Workup

  1. additionWhen the addition
  2. customHalf of the liquid components are subsequently removed in vacuo
  3. temperaturethe residue is cooled to 0° C
  4. filtrationThe precipitating crystals are filtered off with suction
  5. washwashed with methanol
  6. customThe residue is subsequently dried at 80° C. in vacuo

Sources & evidence

ORD record
ord-8ae2acffad254f829663f7b9518fafad
Source dataset
uspto-grants-2015_03
Patent number
US08993564B2

Reaction notes

Loading…