Acetamidine → N-((4-Amino-2-methyl-5-pyrimidinyl)methyl)formamide

HRID 1075780Notes

Reaction equation

HRID 1075780 reaction equation
CO[CH:3]=[C:4]([CH2:7][NH:8][CH:9]=[O:10])[C:5]#[N:6].[C:11]([NH2:14])(=[NH:13])[CH3:12]>>[CH3:12][C:11]1[N:14]=[C:5]([NH2:6])[C:4]([CH2:7][NH:8][CH:9]=[O:10])=[CH:3][N:13]=1

Participants

3

Reactant 2

HCID 67171AcetamidineHCID 54062148alpha-Methoxymethylene-beta-formylaminopropionitrile

Product 1

HCID 597195N-((4-Amino-2-methyl-5-pyrimidinyl)methyl)formamide

Procedure

The α-methoxymethylene-β-formylaminopropionitrile solution and the acetamidine solution are combined. The mixture is reacted at 25°C for 10 minutes. The reaction mixture is subjected to concentration at not higher than 40°C to give crystals. The produced crystals are washed with 50 parts by volume of ethanol, whereby 24.8 parts of 2-methyl-4-amino-5-formylaminomethylpyrimidine is obtained as crystals (Purity: 93 %). The ethanol washing is concentrated to give 16 parts of 2-methyl-4-amino-5-formylaminomethylpyrimidine as crystals (Purity: 47.5 %).

Workup

  1. customThe mixture is reacted at 25°C for 10 minutes
  2. concentrationThe reaction mixture is subjected to concentration at not higher than 40°C
  3. customto give crystals
  4. washThe produced crystals are washed with 50 parts by volume of ethanol, whereby 24.8 parts of 2-methyl-4-amino-5-formylaminomethylpyrimidine
  5. customis obtained as crystals (Purity: 93 %)
  6. concentrationThe ethanol washing is concentrated

Sources & evidence

ORD record
ord-ba9435c8b58f426881a6b2e81a6aeee9
Source dataset
uspto-grants-1976_05
Patent number
US03954756

Reaction notes

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