Morpholine → HCID 89537995, compound

HRID 2171256Notes

Reaction equation

HRID 2171256 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[C:8]1[CH:13]=[C:12]([NH2:14])[C:11]([F:15])=[CH:10][N:9]=1.[Cl-].[NH4+]>>[F:15][C:11]1[C:12]([NH2:14])=[CH:13][C:8]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[N:9][CH:10]=1

Participants

4

Reactant 3

HCID 8083MorpholineHCID 25517Ammonium ChlorideHCID 222840352-Chloro-5-fluoropyridin-4-amine

Product 1

HCID 89537995HCID 89537995, compound

Procedure

Morpholine (3 ml) was added to 2-chloro-5-fluoropyridin-4-amine (262 mg) obtained in the 2nd step, followed by microwave irradiation (Initiator™, 235° C., 2 hours, 2.45 GHz, 0-240 W). A saturated ammonium chloride aqueous solution was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were washed with a saturated ammonium chloride aqueous solution and saturated saline and dried over anhydrous sodium sulfate. Next, the solvent was distilled away under reduced pressure and a light brown solid of 5-fluoro-2-morpholinopyridin-4-amine (311 mg) was thus obtained.

Workup

  1. customobtained in the 2nd step
  2. customfollowed by microwave irradiation (Initiator™, 235° C., 2 hours, 2.45 GHz, 0-240 W)
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layers were washed with a saturated ammonium chloride aqueous solution and saturated saline
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationNext, the solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-88bb9e26b3c44c07bcd5626d16135d82
Source dataset
uspto-grants-2015_06
Patent number
US09051310B2

Reaction notes

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