Morpholine → HCID 86673513, compound

HRID 629033Notes

Reaction equation

HRID 629033 reaction equation
Cl[C:2]1[C:7]([O:8][CH2:9][CH3:10])=[C:6]([Cl:11])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[N:3]=1.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.[NH4+].[Cl-]>ClCCl>[Cl:11][C:6]1[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[N:3]=[C:2]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[C:7]=1[O:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 8083MorpholineHCID 25517Ammonium ChlorideHCID 86673514HCID 86673514, compound

Product 1

HCID 86673513HCID 86673513, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4,6-dichloro-5-ethoxy-2-(4-nitro-phenyl)-pyrimidine (0.50 g, 1.0 eq) was stirred in dichloromethane (10 mL) and a solution of morpholine (0.21 mL, 1.5 eq) in dichloromethane (5 mL) was added dropwise at 0° C. After stirring the resulting solution overnight at r.t., NH4Cl (aq) was added to the solution and the solution was extracted with dichloromethane. The combined organic layers were washed with brine, dried and evaporated in vacuo. A product was obtained as a white solid (0.57 g, 81%).

Workup

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

Sources & evidence

ORD record
ord-c4d61c9eb389443da0611e5b5e86c175
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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