HCID 68274486, compound → HCID 67295475, compound

HRID 629030Notes

Reaction equation

HRID 629030 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[N:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)=[N:7][CH:8]=1>[Pd].CO.CC(=O)OCC>[CH3:1][O:2][C:3]1[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[N:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[N:7][CH:8]=1

Participants

5

Reactant 1

HCID 68274486HCID 68274486, compound

Product 1

HCID 67295475HCID 67295475, compoundYield 83%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-[5-methoxy-2-(4-nitro-phenyl)-pyrimidin-4-yl]-morpholine (0.2 g, 1 eq) was stirred under hydrogen balloon with palladium on carbon (10 percent, 0.1 g, 0.15 eq) in a mixture of MeOH and EA (1:1, 8 mL) at room temperature overnight. The reaction mixture was then filtered through Celite, volatiles were removed in vacuo, and the residue was purified by flash chromatography to give a white solid (0.15 g, 83%).

Workup

  1. filtrationThe reaction mixture was then filtered through Celite, volatiles
  2. customwere removed in vacuo
  3. customthe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-5534264e0b6d4a9c9b2181df6dc115d0
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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