Morpholine → HCID 50875669, compound

HRID 2237413Notes

Reaction equation

HRID 2237413 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4](Cl)[N:3]=1.[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>CC(N(C)C)=O.CCOC(C)=O>[O:13]1[CH2:14][CH2:15][N:10]([C:4]2[CH:5]=[C:6]([N:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)[N:7]=[C:2]([NH2:1])[N:3]=2)[CH2:11][CH2:12]1

Participants

5

Reactant 2

HCID 8083MorpholineHCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 50875669HCID 50875669, compoundYield 71.1%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Conditions

Temperature
150 °C

Procedure

4,6-dimorpholinopyrimidin-2-amine was prepared using the following procedure: 2-amino-4,6-dichloropyrimidine (1 g, 6.10 mmol) and morpholine (5.33 ml, 60.9 mmol) were dissolved in DMA (1.1 ml) and sealed into a microwave tube. The mixture was heated to 150° C. over a period of 20 minutes in the microwave reactor. The reaction mixture was diluted with AcOEt, filtered and the filtrate concentrated to give an oil. The crude product was purified by flash chromatography on silica gel eluting with 0 to 4% methanol in dichloromethane. The solvent was evaporated to dryness to afford 4,6-dimorpholinopyrimidin-2-amine (1.15 g, 71%) as a white foam.

Workup

  1. custom4,6-dimorpholinopyrimidin-2-amine was prepared
  2. customsealed into a microwave tube
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated
  5. customto give an oil
  6. customThe crude product was purified by flash chromatography on silica gel eluting with 0 to 4% methanol in dichloromethane
  7. customThe solvent was evaporated to dryness

Sources & evidence

ORD record
ord-ad75a3cc9e2f44a89d2cd90e80ea980a
Source dataset
uspto-grants-2010_05
Patent number
US07718653B2

Reaction notes

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