Morpholine → 4-(5-Iodo-2-pyridyl)morpholine

HRID 59232

Reaction equation

HRID 59232 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1>>[I:8][C:5]1[CH:6]=[CH:7][C:2]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 43971762-Chloro-5-iodopyridine

Product 1

HCID 27953624-(5-Iodo-2-pyridyl)morpholine

Procedure

A solution of 2-chloro-5-iodo pyridine (0.200 g, 0.836 mmol) in morpholine (3.0 mL) was refluxed for 12-15 h. The reaction mass was quenched in ice and the solid obtained was filtered off to afford 0.170 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 3.40 (t, J=4.8 Hz, 4H), 3.67 (t, J=4.5 Hz, 4H), 6.74 (d, J=8.7 Hz, 1H), 7.77-7.81 (m, 1H), 8.28 (s, 1H).

Workup

  1. customThe reaction mass was quenched in ice
  2. customthe solid obtained
  3. filtrationwas filtered off

Sources & evidence

ORD record
ord-846f3e69768c41fbb97be20cd57eb819
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Linked notes

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