Dimethylformamide dimethyl acetal → 4-(Dimethoxymethyl)-N-methylpyrimidin-2-amine

HRID 552115ノート

反応式

HRID 552115 の反応式
[CH3:1][O:2][CH:3]([O:7][CH3:8])N(C)C.[CH3:9][C:10]([CH:12](OC)OC)=O.[O-]CC.[Na+].Cl.[CH3:22][NH:23][C:24]([NH2:26])=[NH:25]>C(O)C>[CH3:8][O:7][CH:3]([O:2][CH3:1])[C:12]1[CH:10]=[CH:9][N:26]=[C:24]([NH:23][CH3:22])[N:25]=1

参加物

6

反応物 4

HCID 78373Dimethylformamide dimethyl acetalHCID 80650Pyruvic aldehyde dimethyl acetalHCID 2723922Sodium ethoxideHCID 178485118HCID 178485118、化合物

生成物 1

HCID 178400144-(Dimethoxymethyl)-N-methylpyrimidin-2-amine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 5.5 mL (41 mmol, 1.0 eq.) of dimethylformamide dimethyl acetal and 5.0 mL (41 mmol, 1.0 eq.) of pyruvic aldehyde dimethyl acetal was heated at 100° C. for 16 h. Methanol was removed in vacuo to afford a brown oil. To a solution of 15 mL of sodium ethoxide (21% in ethanol, 41 mmol, 1.0 eq.) was added 4.5 g (41 mmol, 1.0 eq.) of methyl guanidine HCl. The mixture was stirred for 10 min before a solution of the above described oil in 15 mL anhydrous ethanol was added. The mixture was heated to reflux for 24 h, allowed to cool to room temperature and filtered. The solvent was removed in vacuo to afford 2-methylaminopyrimidine-4-carboxaldehyde dimethyl acetal (I-10) as a dark brown oil which was used in the next step without further purification

後処理

  1. customMethanol was removed in vacuo
  2. customto afford a brown oil
  3. additionwas added
  4. temperatureThe mixture was heated
  5. temperatureto reflux for 24 h
  6. filtrationfiltered
  7. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-7c603a19d1394def81dc14776aa0b72d
出典データセット
uspto-grants-2011_05
特許番号
US07951803B2

反応ノート

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