Hydrazine hydrate (1:1) → HCID 178513707, compound

HRID 527312Notes

Reaction equation

HRID 527312 reaction equation
[C:1]([C:3](=[C:7](SC)SC)[C:4]([NH2:6])=[O:5])#[N:2].N[C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][N:17]=[CH:16]2.[OH2:22].[NH2:23][NH2:24]>CCO>[NH:18]1[C:19]2[C:15](=[CH:14][C:13]([NH:2][C:1]3[C:3]([C:4]([NH2:6])=[O:5])=[C:7]([NH:17][CH2:16][C:15]4[CH:19]=[CH:20][C:21]([OH:22])=[CH:13][CH:14]=4)[NH:24][N:23]=3)=[CH:21][CH:20]=2)[CH:16]=[N:17]1

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 880121H-Indazol-5-amineHCID 27477462-Cyano-3,3-bis(methylthio)acrylamide

Product 1

HCID 178513707HCID 178513707, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

Dissolved 0.500 g 2-cyano-3,3-bis(methylthio)acrylamide in 15 mL EtOH and added 5-Aminoindazole (1.0 eq.). Stirred reaction at 75° C. until starting amide was absent by HPLC. Once complete (18 hrs), reaction was brought to room temperature and filtered to obtain a light yellow powder as product. Product was allowed to dry under vacuum for 1 hr. Product was then suspended in 10 mL EtOH and hydrazine hydrate (1 eq.) was added dropwise. Reaction was heated at 75° C. until intermediate was absent (HPLC). Once intermediate was absent (18 hrs), reaction was brought to room temperature and filtered to obtain a yellow powder as product. Product was allowed to dry under vacuum for 1 hr.

Workup

  1. customreaction at 75° C.
  2. customOnce complete (18 hrs), reaction
  3. customwas brought to room temperature
  4. filtrationfiltered
  5. customto obtain a light yellow powder as product
  6. customto dry under vacuum for 1 hr
  7. customReaction
  8. custom(18 hrs), reaction
  9. customwas brought to room temperature
  10. filtrationfiltered
  11. customto obtain a yellow powder as product
  12. customto dry under vacuum for 1 hr

Sources & evidence

ORD record
ord-250628fbedc64b749b89297defae5d42
Source dataset
uspto-grants-2016_05
Patent number
US09346792B2

Reaction notes

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