Morpholine → HCID 86673493, compound

HRID 629006Notes

Reaction equation

HRID 629006 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([O:9][CH2:10][CH3:11])=[CH:4][N:3]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.[NH4+].[Cl-]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[N:7]=[C:6]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:5]([O:9][CH2:10][CH3:11])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 25517Ammonium ChlorideHCID 155652702,4-Dichloro-5-ethoxypyrimidine

Product 1

HCID 86673493HCID 86673493, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

2,4-dichloro-5-ethoxy-pyrimidin (2.83 g, 1.0 eq) was stirred in toluene (20 ml) and a solution of morpholine (1.93 ml, 1.5 eq) in toluene (20 ml) was added dropwise at −10˜0° C. After stirring the resulting solution overnight at r.t., NH4Cl(aq) was added to the solution and the solution was extracted with EA. The combined organic layers were washed with brine, dried and evaporated in vacuo. A product was obtained as a white solid (2.7 g, 73.5%).

Workup

  1. extractionthe solution was extracted with EA
  2. washThe combined organic layers were washed with brine
  3. customdried
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-d184133309004e728c3ac474b799dce2
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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