HCID 68838102, compound → HCID 68835059, compound

HRID 490562Notes

Reaction equation

HRID 490562 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][C:15]#[N:16])[NH:8][C:7]2=[O:17])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][C:15]#[N:16])[NH:8][C:7]2=[O:17]

Participants

4

Reactant 1

HCID 68838102HCID 68838102, compound

Product 1

HCID 68835059HCID 68835059, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-(5-Nitro-3-oxo-2,3-dihydro-indazol-1-yl)-propionitrile (0.521 g) in MeOH (50 mL) was added Pd/C(10%) catalyst (0.13 g) and the reaction mixture was stirred for 20 hours at ambient temperature under a hydrogen atmosphere using a balloon. After this time the reaction mixture was filtered through Celite® which was washed with more EtOAc. The combined organic solution was evaporated in vacuo for afford the desired 3-(5-amino-3-oxo-2,3-dihydro-indazol-1-yl)-propionitrile (0.45 g) which was taken into the next reaction without further purification. MS (ESI+): 203.4 ([M+H]+).

Workup

  1. filtrationAfter this time the reaction mixture was filtered through Celite® which
  2. washwas washed with more EtOAc
  3. customThe combined organic solution was evaporated in vacuo

Sources & evidence

ORD record
ord-6ac2e4b2ede44b8a8780e4893c103deb
Source dataset
uspto-grants-2009_05
Patent number
US07528158B2

Reaction notes

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