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

HRID 552115노트

반응식

HRID 552115 반응식
[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

참가 물질

6

반응물 4

HCID 78373Dimethylformamide dimethyl acetalHCID 80650Pyruvic aldehyde dimethyl acetalHCID 2723922Sodium ethoxideHCID 178485118HCID 178485118, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-7c603a19d1394def81dc14776aa0b72d
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951803B2

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