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

HRID 1916665Notes

Reaction equation

HRID 1916665 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-bf897fffa7a9484e967c5bb41ad61533
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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