Morpholine → 4-(5-Iodopyrimidin-2-yl)morpholine

HRID 59231Notes

Reaction equation

HRID 59231 reaction equation
Cl[C:2]1[N: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:4]=[N:3][C:2]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[N:7][CH:6]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 17142232-Chloro-5-iodopyrimidine

Product 1

HCID 687163264-(5-Iodopyrimidin-2-yl)morpholine

Procedure

The mixture of 2-chloro-5-iodopyrimidine (0.200 g, 0.836 mmol) in morpholine (3.0 mL) was refluxed for 2-3 h. The reaction mass was quenched in water and the solid obtained was filtered off. The obtained solid was dried to afford 0.180 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 3.63 (s, 8H), 8.52 (s, 2H); MS (m/z): 292.25 (M+H)+.

Workup

  1. temperaturewas refluxed for 2-3 h
  2. customThe reaction mass was quenched in water
  3. customthe solid obtained
  4. filtrationwas filtered off
  5. customThe obtained solid was dried

Sources & evidence

ORD record
ord-2a41b118cb804d26bdcf752d9a382063
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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