Ethanol → HCID 86701888, compound

HRID 1405129Notes

Reaction equation

HRID 1405129 reaction equation
[C:1]1(C2C=CC=CC=2)[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][C:8](SC)=[C:9]([C:13]#[N:14])[C:10]([NH2:12])=O)[CH:2]=1.[OH2:23].[NH2:24][NH2:25].[CH3:26][CH2:27]O>>[C:6]1([C:26]2[CH:27]=[CH:3][CH:2]=[CH:1][CH:6]=2)[CH:1]=[CH:2][C:3]([NH:7][C:8]2[C:9]([C:13]([NH2:14])=[O:23])=[C:10]([NH2:12])[NH:25][N:24]=2)=[CH:4][CH:5]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 86701889HCID 86701889, compound

Product 1

HCID 86701888HCID 86701888, compound

Conditions

Temperature
75 °C

Procedure

3-([1,1′-biphenyl]-3-ylamino)-2-cyano-3-(methylthio)acrylamide was then suspended in 10 mL EtOH and hydrazine hydrate (124 μL, 1.0 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 3-([1,1′-biphenyl]-4-ylamino)-5-amino-1H-pyrazole-4-carboxamide as a yellow powder. Product was allowed to dry under vacuum for 1 hr.

Workup

  1. customReaction
  2. custom(18 hrs), reaction
  3. customwas brought to room temperature
  4. filtrationfiltered

Sources & evidence

ORD record
ord-052a83b6f4304c5284fe62fbc0db0284
Source dataset
uspto-grants-2014_12
Patent number
US08916555B2

Reaction notes

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