Morpholine → HCID 19012207, compound

HRID 1029574Notes

Reaction equation

HRID 1029574 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([NH:6][C:7]([CH2:11][CH2:12][CH3:13])=[N:8]2)=[C:4]([CH3:14])[N:3]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>>[CH3:14][C:4]1[N:3]=[C:2]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[N:10]=[C:9]2[C:5]=1[NH:6][C:7]([CH2:11][CH2:12][CH3:13])=[N:8]2

Participants

3

Reactant 2

HCID 8083MorpholineHCID 190122122-Chloro-6-methyl-8-propylpurine

Product 1

HCID 19012207HCID 19012207, compound

Conditions

Temperature
122 °C

Procedure

A solution of 2-Chloro-6-methyl-8-propylpurine (from Step 1 of Example 32) (0.1 g, 0.47 mmol) in morpholine (2 ml) was placed in a steel-bomb, and the mixture was heated at 122° C. for 18 hours. The reaction was cooled, and the mixture was concentrated in vacuo. The residue was dissolved in CHCl3 (2 ml) and was purified by flash-chromatography on silica-gel using 5% MeOH in CHCl3 giving the titled compound as an amorphous solid (0.1 g, 87%). NMR (CDCl3): δ1.03 (t, J=8 Hz,3H), 1.8 (q, J=8 Hz, 2H), 2.65 (s, 3H), 2.82 (t, J=8 Hz, 2H), 3.8 (s, 8H). FAB-MS: m/e 262 (M+H).

Workup

  1. temperatureThe reaction was cooled
  2. concentrationthe mixture was concentrated in vacuo
  3. dissolutionThe residue was dissolved in CHCl3 (2 ml)
  4. customwas purified by flash-chromatography on silica-gel

Sources & evidence

ORD record
ord-35164e85179e40f58dec27f245372a59
Source dataset
uspto-grants-1992_04
Patent number
US05102880

Reaction notes

Loading…