Tetrahydrofuran → HCID 86683874, compound

HRID 1620098Notes

Reaction equation

HRID 1620098 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.O1CCCC1.Cl[C:13]1[C:18]([N:19]2[CH:23]=[CH:22][CH:21]=[N:20]2)=[CH:17][C:16]([N+:24]([O-:26])=[O:25])=[CH:15][N:14]=1>O>[O:4]1[CH2:5][CH2:6][N:1]([C:13]2[C:18]([N:19]3[CH:23]=[CH:22][CH:21]=[N:20]3)=[CH:17][C:16]([N+:24]([O-:26])=[O:25])=[CH:15][N:14]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 8083MorpholineHCID 86683873HCID 86683873, compound

Product 1

HCID 86683874HCID 86683874, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Morpholine (50 μl) was added to a tetrahydrofuran solution (1 ml) containing 2-chloro-5-nitro-3-(1H-pyrazol-1-yl)pyridine (30 mg), followed by stirring at room temperature for 2 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with saturated saline and dried over anhydrous sodium sulfate, the solvent was distilled away under reduced pressure, and a yellow solid of 2-morpholino-5-nitro-3-(1H-pyrazol-1-yl)pyridine (37 mg) was thus obtained.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with saturated saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-f8fa158be5d44f77af1c76e8143be119
Source dataset
uspto-grants-2014_07
Patent number
US08772320B2

Reaction notes

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