Sodium Hydroxide → HCID 178481918, compound

HRID 2205846Notes

Reaction equation

HRID 2205846 reaction equation
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][N:5]=[C:4]2[N:14]([CH3:18])[N:15]=[C:16]([I:17])[C:3]=12.[OH-:19].[Na+]>CS(C)=O.O1CCOCC1>[I:17][C:16]1[C:3]2[C:2]([OH:19])=[C:7]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:6]=[N:5][C:4]=2[N:14]([CH3:18])[N:15]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 867173344-chloro-3-iodo-1-methyl-5-phenyl-1H-pyrazolo[3,4-c]pyridazine

Product 1

HCID 178481918HCID 178481918, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 4-chloro-3-iodo-1-methyl-5-phenyl-1H-pyrazolo[3,4-c]pyridazine (1.5 g, 4.05 mmol) and NaOH aqueous solution (4 M, 2 mL) in DMSO (6 mL) and dioxane (6 mL) was heated to 50° C. for 2.5 h. The mixture was left to cool to rt, then neutralised to pH 2-3, when a precipitate formed. The solid was filtered, washed with water and dried, to give 1.33 g of the intermediate.

Workup

  1. waitThe mixture was left
  2. temperatureto cool to rt
  3. customformed
  4. filtrationThe solid was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-884a63e002f34e8fae57d57724b4cab8
Source dataset
uspto-grants-2016_06
Patent number
US09371332B2

Reaction notes

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