5-nitro-1-(2-pyrrolidin-1-yl-ethyl)-1H-indazole → 1-(2-Pyrrolidin-1-YL-ethyl)-1H-indazol-5-ylamine

HRID 271700Notes

Reaction equation

HRID 271700 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1)[N:8]=[CH:7]2)([O-])=O>[Ni].CCOC(C)=O>[N:15]1([CH2:14][CH2:13][N:9]2[C:10]3[C:6](=[CH:5][C:4]([NH2:1])=[CH:12][CH:11]=3)[CH:7]=[N:8]2)[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 1

HCID 220365795-nitro-1-(2-pyrrolidin-1-yl-ethyl)-1H-indazole

Product 1

HCID 113107771-(2-Pyrrolidin-1-YL-ethyl)-1H-indazol-5-ylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

0.50 g Raney nickel are added to a solution of 3.50 g (13.4 mmol) 5-nitro-1-(2-pyrrolidin-1-yl-ethyl)-1H-indazole in 50 mL EtOAc and the reaction mixture is stirred for 20 h at RT at 1.4 bar H2. After filtration the solvent is eliminated i.vac. The product is further reacted without any more purification.

Workup

  1. filtrationAfter filtration the solvent
  2. customThe product is further reacted without any more purification

Sources & evidence

ORD record
ord-fb394830fa134d2eb9f5eb20b349e69a
Source dataset
uspto-grants-2008_11
Patent number
US07452911B2

Reaction notes

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