Methanol → HCID 14458753, compound

HRID 1651036Notes

Reaction equation

HRID 1651036 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH3:24])=[CH:18][CH:17]=3)[N:10]=2)[N:3]=1.[CH3:25][O-:26].[Na+].CO.[Na]>C(Cl)(Cl)Cl.O>[CH2:23]([O:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][C:11]2[N:10]=[C:9]([C:4]3[N:3]=[C:2]([O:26][CH3:25])[CH:7]=[C:6]([CH3:8])[N:5]=3)[CH:14]=[CH:13][CH:12]=2)=[CH:17][CH:18]=1)[CH3:24]

Participants

7

Reactant 4

HCID 887MethanolHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 15100863HCID 15100863, compound

Product 1

HCID 14458753HCID 14458753, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

To 4-chloro-2-(6-p-ethoxyphenyloxy-2-pyridinyl)-6-methylpyrimidine (3 g) was added sodium methoxide prepared from methanol (10 ml) and metallic sodium (0.22 g). After the mixture was left to stand at room temperature for 30 minutes, water (30 ml) and chloroform (100 ml) were added thereto, and then extracted. After the extract was dried over anhydrous magnesium sulfate, it was concentrated under reduced pressure to obtain 2-(6-p-ethoxyphenyloxy-2-pyridinyl)-4-methoxy-6-methylpyrimidine (2.7 g, yield 91%).

Workup

  1. waitAfter the mixture was left
  2. extractionextracted
  3. dry with materialAfter the extract was dried over anhydrous magnesium sulfate, it
  4. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-071827b3a4e9403cb4442c05df947016
Source dataset
uspto-grants-1990_05
Patent number
US04927827

Reaction notes

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