Tetrahydrofuran → HCID 86683874, compound

HRID 2406746Notes

Reaction equation

HRID 2406746 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-8c0814a5bf994a1aa92b67c59463f2ad
Source dataset
uspto-grants-2014_08
Patent number
US08809371B2

Reaction notes

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