Morpholine → HCID 59301285, compound

HRID 1889177Notes

Reaction equation

HRID 1889177 reaction equation
Br.[NH2:2][C:3]1[S:4][C:5](Br)=[CH:6][N:7]=1.C(=O)([O-])[O-].[K+].[K+].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>CN(C=O)C>[N:15]1([C:5]2[S:4][C:3]([NH2:2])=[N:7][CH:6]=2)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1

Participants

5

Conditions

Temperature
60 °C

Procedure

To a mixture of 2-amino-5- bromothiazole monohydrobromide (2 gm, 7.69 mmol) and powdered potassium carbonate (2.1 gm, 15.38 mmol) in DMF (20 mL) was added morpholine (1.34 ml, 15.38 mmol) under argon atmosphere and heated at 60° C. for 3 hr. Reaction mixture was cooled to rt and poured over ice cold water (100 ml), extracted with ethylacetate (3×100 ml), washed with brine solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. To the residue, diisopropyl ether (50 mL) was added, after stirring for 30 minutes product precipitated out, which was filtered and dried under vacuum to provide 5-morpholin-4-yl-thiazol-2-ylamine (0.95 gm).

Workup

  1. customReaction mixture
  2. temperaturewas cooled to rt
  3. extractionextracted with ethylacetate (3×100 ml)
  4. washwashed with brine solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. additionTo the residue, diisopropyl ether (50 mL) was added
  9. customprecipitated out
  10. filtrationwhich was filtered
  11. customdried under vacuum

Sources & evidence

ORD record
ord-da9bacf071b041a2a9191392bcbfb562
Source dataset
uspto-grants-2013_08
Patent number
US08501955B2

Reaction notes

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