HCID 67449546, compound → 3-methoxy-1-phenyl-1H-indazol-6-amine

HRID 68714Notes

Reaction equation

HRID 68714 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([N+:12]([O-])=O)=[CH:9][CH:10]=2)[N:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:4]=1>O1CCCC1.[C].[Pd]>[CH3:1][O:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([NH2:12])=[CH:9][CH:10]=2)[N:5]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:4]=1

Participants

4

Reactant 1

HCID 67449546HCID 67449546, compound

Product 1

HCID 674475233-methoxy-1-phenyl-1H-indazol-6-amine

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A 250-mL 3-necked round-bottom flask was purged, was added a solution of 3-methoxy-6-nitro-1-phenyl-1H-indazole (800 mg, 2.91 mmol, 1.00 equiv, 98%) in tetrahydrofuran (125 mL), palladium carbon (0.1 g), then flushed and maintained with a hydrogen atmosphere. The resulting solution was stirred for 5 min at room temperature. The solids were filtered out. The resulting mixture was concentrated under vacuum to yield 3-methoxy-1-phenyl-1H-indazol-6-amine as a gray solid. MS (m/z): 240 [MH+].

Workup

  1. customA 250-mL 3-necked round-bottom flask was purged
  2. customflushed
  3. temperaturemaintained with a hydrogen atmosphere
  4. filtrationThe solids were filtered out
  5. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-0244f937a7a84f4aa3240fbe5e547c3d
Source dataset
uspto-grants-2014_09
Patent number
US08822447B2

Reaction notes

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