Methyl acetoacetate → HCID 18452606, compound

HRID 1271081Notes

Reaction equation

HRID 1271081 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([NH:21][NH2:22])[CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.[C:23](OC)(=[O:28])[CH2:24][C:25]([CH3:27])=O>CCO.C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([N:21]4[C:23](=[O:28])[CH2:24][C:25]([CH3:27])=[N:22]4)[CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 7757Methyl acetoacetateHCID 21948216HCID 21948216, compound

Product 1

HCID 18452606HCID 18452606, compoundYield 92.4%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

A mixture of (3-Chloro-phenyl)-[4-(2-hydrazino-pyridin-4-yl)-pyrimidin-2-yl]-amine (3.14 g, 0.010 mol) and Methyl acetoacetate (1.28 g, 0.010 mol) in EtOH (30 ml) and Acetic acid (30 ml) is stirred at reflux for one hour. At room temperature the resulting precipitate is filtered with suction to yield the title compound,(3.50 g, 92%) m.p. 149–150° C.

Workup

  1. temperatureat reflux for one hour
  2. filtrationAt room temperature the resulting precipitate is filtered with suction

Sources & evidence

ORD record
ord-92ee78c7c33147a2a8012d8726e009bc
Source dataset
uspto-grants-2007_04
Patent number
US07205301B2

Reaction notes

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