Sodium Bicarbonate → HCID 10797893, compound

HRID 2197531Notes

Reaction equation

HRID 2197531 reaction equation
[N:1]1([C:7]2[N:12]=[C:11]([NH2:13])[C:10]([N+:14]([O-])=O)=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+]>C(O)(=O)C.[Fe]>[N:1]1([C:7]2[N:12]=[C:11]([NH2:13])[C:10]([NH2:14])=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 10727824HCID 10727824, compound

Product 1

HCID 10797893HCID 10797893, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

To a suspension of 6-morpholin-4-yl-3-nitropyridin-2-amine (200 mg, 0.89 mmol) in acetic acid (3.8 mL) was added iron powder (249 mg, 4.46 mmol). The mixture was stirred at rt for 16 h and then poured slowly into saturated aqueous sodium bicarbonate solution (100 mL). The mixture was extracted with ethyl acetate (3×50 mL), and then the combined organic extracts were washed with brine, dried over sodium sulfate, and concentrated under reduced pressure to provide the desired intermediate (150 mgs, 89%). The crude material was used directly without purification or analysis.

Workup

  1. extractionThe mixture was extracted with ethyl acetate (3×50 mL)
  2. washthe combined organic extracts were washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8a874b4287ea4ce6a7e1178167433d5b
Source dataset
uspto-grants-2012_12
Patent number
US08338594B2

Reaction notes

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