HCID 68282941, compound → HCID 68283290, compound

HRID 624035Notes

Reaction equation

HRID 624035 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH2:9][CH2:10][N:11]2[CH:15]=[C:14]([N+:16]([O-])=O)[CH:13]=[N:12]2)=[N:6][CH:7]=1>CCOC(C)=O.CCO.O=[Pt]=O>[NH2:16][C:14]1[CH:13]=[N:12][N:11]([CH2:10][CH2:9][NH:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][N:6]=2)[CH:15]=1

Participants

5

Reactant 1

HCID 68282941HCID 68282941, compound

Product 1

HCID 68283290HCID 68283290, compound

Reagents, catalysts & solvents 3

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

Procedure

To a solution of 5-fluoro-N-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)pyridin-2-amine (100 mg, 0.34 mmol) in EtOAc (0.4 mL, degassed) and EtOH (1.2 mL, degassed), PtO2 (12 mg, 0.05 mmol) was added and the reaction mixture was stirred at rt under a H2-atmosphere for 6 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 red oil, which was used in the next step without further purification. LC-MS conditions A: tR=0.18 min, [M+H]+=222.34.

Workup

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

Sources & evidence

ORD record
ord-f83a473ed3ed4b3d8744c7a01f395d45
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

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