HCID 23003068, compound → HCID 23003064, compound

HRID 396136Notes

Reaction equation

HRID 396136 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][C:18]3[C:23]([CH3:24])=[CH:22][C:21]([N+:25]([O-])=O)=[CH:20][C:19]=3[CH3:28])=[CH:14][CH:15]=2)[C:10]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][C:18]3[C:19]([CH3:28])=[CH:20][C:21]([NH2:25])=[CH:22][C:23]=3[CH3:24])=[CH:14][CH:15]=2)[C:10]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 23003068HCID 23003068, compound

Product 1

HCID 23003064HCID 23003064, compoundYield 104.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 1.570 g (3.116 mmol) of 1-tert-butoxycarbonyl-5-(2,6-dimethyl-4-nitrophenoxy)-3-pentylindazole (Example XXII) and 250 mg (2.349 mmol) of palladium/carbon (10%) in 25 ml of ethanol are hydrogenated under a hydrogen atmosphere for 2 h. The reaction mixture is filtered off through kieselguhr, and the filtrate is concentrated in vacuo and dried. 1.385 g (95% or theory) of 1-tert-butoxycarbonyl-5-(4-amino-2,6-dimethylphenoxy)-3-pentyl-1H-indazole are obtained.

Workup

  1. filtrationThe reaction mixture is filtered off through kieselguhr
  2. concentrationthe filtrate is concentrated in vacuo
  3. customdried

Sources & evidence

ORD record
ord-96ad77c28f424401a06143e802b02f93
Source dataset
uspto-grants-2003_08
Patent number
US06608049B2

Reaction notes

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