Sodium Methoxide → HCID 70547308, compound

HRID 2285516Notes

Reaction equation

HRID 2285516 reaction equation
[CH:1]1([CH:4]2[N:9]=[C:8]([Cl:10])[C:7]([C:11]3[N:12](C(=O)C)[CH2:13][CH2:14][N:15]=3)=[C:6](Cl)[N:5]2[NH2:20])[CH2:3][CH2:2]1.[CH3:21][O-:22].[Na+]>CO>[Cl:10][C:8]1[C:7]([C:11]2[NH:12][CH2:13][CH2:14][N:15]=2)=[C:6]([O:22][CH3:21])[N:5]([NH2:20])[CH:4]([CH:1]2[CH2:2][CH2:3]2)[N:9]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 70546625HCID 70546625, compound

Product 1

HCID 70547308HCID 70547308, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.0 g 2-cyclopropyl-4,6-dichloro-5-(1-acetyl-2-imidazolin-2-yl)-aminopyrimidine are mixed with a solution of 0.5 g sodium methylate in 30 ml methanol and stirred for three hours at room temperature. Then about 20 ml of methanol is distilled off. After adding water and extracting with chloroform, the organic phase is dried and concentrated. 1.9 g of 4-chloro-2-cyclopropyl-6-methoxy-5-(2-imidazolin-2-yl)-aminopyrimidine is obtained; melting point 214° C. The hydrochloride obtained in known manner has a melting point of 200° C.

Workup

  1. distillationThen about 20 ml of methanol is distilled off
  2. additionAfter adding water
  3. extractionextracting with chloroform
  4. customthe organic phase is dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a49348ae304c4183ab6c7167022d9f66
Source dataset
uspto-grants-1982_04
Patent number
US04323570

Reaction notes

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