HCID 86673513, compound → HCID 86673515, compound

HRID 629034Notes

Reaction equation

HRID 629034 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[N:5]=[C:4]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[C:3]=1[O:23][CH2:24][CH3:25]>[Pt].CO.CC(=O)OCC>[Cl:1][C:2]1[C:3]([O:23][CH2:24][CH3:25])=[C:4]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[N:7]=1

Participants

5

Reactant 1

HCID 86673513HCID 86673513, compound

Product 1

HCID 86673515HCID 86673515, compoundYield 83%

Reagents, catalysts & solvents 3

HCID 23939PlatinumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-[6-chloro-5-ethoxy-2-(4-nitro-phenyl)-pyrimidin-4-yl]-morpholine (0.2 g, 1 eq) was stirred under hydrogen balloon with platinum on carbon (10 percent, 0.11 g, 0.1 eq) in a mixture of MeOH and EA (1:1, 8 mL) at room temperature overnight. The reaction mixture was then filtered through Celite, the volatiles in the mixture was removed in vacuo, and the residue was purified by flash chromatography to give a white solid (0.13 g, 83%).

Workup

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

Sources & evidence

ORD record
ord-625d86e7fb6741f9beeb94cc60668d84
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

Loading…