HCID 178519539, compound → HCID 178507498, compound

HRID 485747Notes

Reaction equation

HRID 485747 reaction equation
C([NH:8][C:9]1[CH:26]=[CH:25][CH:24]=[CH:23][C:10]=1[C:11]([N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([OH:22])=[N:14]1)=[O:12])C1C=CC=CC=1>CCO.[Pd]>[NH2:8][C:9]1[CH:26]=[CH:25][CH:24]=[CH:23][C:10]=1[C:11]([N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([OH:22])=[N:14]1)=[O:12]

Participants

4

Reactant 1

HCID 178519539HCID 178519539, compound

Product 1

HCID 178507498HCID 178507498, compoundYield 66.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To 4.2 g. of 1(o-benzylaminobenzoyl)-1H-indazol-3-ol dissolved in 1 liter of absolute EtOH was added 1.4 g of 10% Pd/C and the mixture was hydrogenated in a Paar apparatus for 16 hrs. The catalyst was then filtered off, washed well with EtOH, and the filtrate evaporated to afford 2.3 g. of a yellow-green solid. Recrystallization from aqueous. EtOH afforded the desired amine as a light yellow solid in 66.7% yield; m.p. 181°-183° C.

Workup

  1. filtrationThe catalyst was then filtered off
  2. washwashed well with EtOH
  3. customthe filtrate evaporated
  4. customto afford 2.3 g
  5. customRecrystallization from aqueous

Sources & evidence

ORD record
ord-ca05370669c2457984cb51b9c40a2ab0
Source dataset
uspto-grants-1985_08
Patent number
US04537966

Reaction notes

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