Morpholine → HCID 86673494, compound

HRID 629007Notes

Reaction equation

HRID 629007 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([S:9][CH3:10])=[C:4](Cl)[N:3]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C1COCC1>[Cl:1][C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:5]([S:9][CH3:10])=[C:6]([Cl:8])[N:7]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 122255442,4,6-Trichloro-5-methylsulfanyl-pyrimidine

Product 1

HCID 86673494HCID 86673494, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2,4,6-trichloro-5-methylsulfanyl-pyrimidine (4.0 g, 17.4 mmol.), morpholine (2.3 g, 26.1 mmol, 1.5 eq.) and THF (20 ml) was stirred at room temperature for 2.0 hr. The reaction mixture was dried and the solvent was evaporated. Thereafter, a 0.1 N HCl washing free morpholine was added to the solution. The solution was extracted with EA and the EA in the solution was removed by evaporation. A crude product was obtained. Purification of the crude by flash chromatography on silica gel (Hexane/EtOAc 6:1) gave a gray solid of 2.34 g (48.2%).

Workup

  1. customThe reaction mixture was dried
  2. customthe solvent was evaporated
  3. additionThereafter, a 0.1 N HCl washing free morpholine was added to the solution
  4. extractionThe solution was extracted with EA
  5. customthe EA in the solution was removed by evaporation

Sources & evidence

ORD record
ord-9238518658e34504a3ad54387e02e5fa
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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