HCID 68283466, compound → HCID 62139192, compound

HRID 624010Notes

Reaction equation

HRID 624010 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[O:6][CH2:7][CH2:8][N:9]1[CH:13]=[C:12]([N+:14]([O-])=O)[CH:11]=[N:10]1>CCOC(C)=O.CCO.O=[Pt]=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[O:6][CH2:7][CH2:8][N:9]1[CH:13]=[C:12]([NH2:14])[CH:11]=[N:10]1

Participants

5

Reactant 1

HCID 68283466HCID 68283466, compound

Product 1

HCID 62139192HCID 62139192, compound

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1-(2-(3-methoxyphenoxy)ethyl)-4-nitro-1H-pyrazole (533 mg, 1.90 mmol), in EtOAc (2 mL, degassed) and EtOH (6 mL, degassed), PtO2 (42 mg, 0.19 mmol) was added and the reaction mixture was stirred at rt under a H2-atmosphere for 3 h. The mixture was diluted with EtOH, filtered over celite and the filter cake was rinsed with EtOH. The filtrate was concentrated to obtain the title compound as a pale brown oil. LC-MS conditions A: tR=0.53 min, [M+H]+=234.41.

Workup

  1. filtrationfiltered over celite
  2. washthe filter cake was rinsed with EtOH
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-e3f3092420b84d9a9dd40a94e7a7b0a6
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

Loading…