Morpholine → HCID 86668896, compound

HRID 628995Notes

Reaction equation

HRID 628995 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([O:9][CH3:10])=[CH:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.[NH4+].[Cl-]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[N:7]=[C:6]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[C:5]([O:9][CH3:10])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 25517Ammonium ChlorideHCID 6014012,4-Dichloro-5-methoxypyrimidine

Product 1

HCID 86668896HCID 86668896, compoundYield 93.08%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

2,4-Dichloro-5-methoxy-pyrimidin (3.2 g, 1.0 eq) was stirred in toluene (20 ml) and a solution of morpholine (2.34 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 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 (3.80 g, 93.08%)

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-49b4bee4ec894589a2df9abeed1bc41c
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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