HCID 86704210, compound → HCID 68283106, compound

HRID 624028Notes

Reaction equation

HRID 624028 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([NH:11][CH2:12][CH2:13][N:14]2[CH:18]=[C:17]([N+:19]([O-])=O)[CH:16]=[N:15]2)[N:4]=1>CCOC(C)=O.CCO.O=[Pt]=O>[NH2:19][C:17]1[CH:16]=[N:15][N:14]([CH2:13][CH2:12][NH:11][C:5]2[N:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[N:6]=2)[CH:18]=1

Participants

5

Reactant 1

HCID 86704210HCID 86704210, compound

Product 1

HCID 68283106HCID 68283106, compound

Reagents, catalysts & solvents 3

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

Procedure

To 4,6-dimethoxy-N-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)pyrimidin-2-amine (3.39 g, 11.54 mmol) in EtOAc (8.0 mL, degassed) and EtOH (32 mL, degassed), PtO2 (1.23 g, 1.15 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 of a pale pink solid. LC-MS conditions A: tR=0.42 min, [M+H]+=265.13.

Workup

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

Sources & evidence

ORD record
ord-74e02ed264624fb284ef283a2ecf2432
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

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