Morpholine → HCID 10727824, compound

HRID 2197530Notes

Reaction equation

HRID 2197530 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH2:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C(#N)C>[N:12]1([C:2]2[N:7]=[C:6]([NH2:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=2)[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 27240356-Chloro-3-nitropyridin-2-ylamine

Product 1

HCID 10727824HCID 10727824, compoundYield 51.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of 6-chloro-3-nitropyridin-2-amine (150 mg, 0.864 mmol) in acetonitrile (10 mL) was added 0.3 mL of morpholine (0.3 mL, 3.46 mmol). The reaction mixture was heated (70° C.) for 5 h. The solvent was removed under vacuum and the residue was triturated with ether. The resulting yellow solid was filtered and dried to provide the desired product (100 mg, 51%). ES-MS m/z 224.91 (MH)+; HPLC RT (Method A) 2.33 min.

Workup

  1. customThe solvent was removed under vacuum
  2. customthe residue was triturated with ether
  3. filtrationThe resulting yellow solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-695da7bf60094f2894d53f80d7acb4c9
Source dataset
uspto-grants-2012_12
Patent number
US08338594B2

Reaction notes

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