2-Methylthiopyrimidine-4,6-diamine → HCID 24856430, compound

HRID 1947254Notes

Reaction equation

HRID 1947254 reaction equation
[C:1]([C:3]1[CH:18]=[CH:17][C:6]([CH:7]=[C:8]([C:14](=O)[CH3:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:5]([O:19][CH3:20])[CH:4]=1)#[N:2].[CH3:21][S:22][C:23]1[N:28]=[C:27]([NH2:29])[CH:26]=[C:25]([NH2:30])[N:24]=1>C(O)(C)C>[NH2:29][C:27]1[C:26]2[CH:7]([C:6]3[CH:17]=[CH:18][C:3]([C:1]#[N:2])=[CH:4][C:5]=3[O:19][CH3:20])[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:14]([CH3:15])[NH:30][C:25]=2[N:24]=[C:23]([S:22][CH3:21])[N:28]=1

Participants

4

Reactant 2

HCID 704972-Methylthiopyrimidine-4,6-diamineHCID 68717432HCID 68717432, compound

Product 1

HCID 24856430HCID 24856430, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

740 mg (2.70 mmol) of ethyl 2-(4-cyano-2-methoxybenzylidene)-3-oxobutanoate and 422 mg (2.70 mmol) of 2-(methylthio)pyrimidine-4,6-diamine are dissolved in 5 ml of isopropanol and heated under reflux under argon for 12 h. The mixture is filtered and the remaining solid is washed with isopropanol. 395 mg (35% of theory) of the title compound are obtained as a white solid.

Workup

  1. temperatureheated
  2. temperatureunder reflux under argon for 12 h
  3. filtrationThe mixture is filtered
  4. washthe remaining solid is washed with isopropanol

Sources & evidence

ORD record
ord-bb414c4afe154466a4044ec32e9d5df3
Source dataset
uspto-grants-2013_03
Patent number
US08399471B2

Reaction notes

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