Ethanol → 4,6-Dichloro-N-[(4-methoxyphenyl)methyl]pyrimidin-2-amine

HRID 1368774노트

반응식

HRID 1368774 반응식
Cl[C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.C(O)C.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=1.P(=O)(O)(O)O>C(Cl)Cl>[Cl:9][C:4]1[CH:5]=[C:6]([Cl:8])[N:7]=[C:2]([NH:20][CH2:19][C:18]2[CH:21]=[CH:22][C:15]([O:14][CH3:13])=[CH:16][CH:17]=2)[N:3]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 1004Phosphoric AcidHCID 754524-Methoxybenzylamine2회HCID 773782,4,6-Trichloropyrimidine

생성물 1

HCID 132301344,6-Dichloro-N-[(4-methoxyphenyl)methyl]pyrimidin-2-amine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 27.5 g portion of 2,4,6-trichloropyrimidine was suspended in a mixed solvent of 200 ml ethanol and 200 ml methylene chloride, to which, under ice-cooling, was subsequently added dropwise 30 ml of 4-methoxybenzylamine. After 19 hours of stirring at the same temperature, 10 ml of 4-methoxybenzylamine was further added dropwise and the mixture was stirred for 18 hours. The reaction solution was mixed with 200 ml of 0.5 N phosphoric acid aqueous solution and extracted with chloroform, and then the organic layer was washed with saturated brine. After drying with anhydrous sodium sulfate, the solvent was evaporated under a reduced pressure, and the thus obtained residue was applied to a silica gel chromatography and developed with a chloroform-hexane (3:1) mixed solvent to obtain 13.3 g of 4,6-dichloro-2-(4-methoxybenzyl)aminopyrimidine and further developed with a chloroform-ethyl acetate (1:3) mixed solvent to obtain 24.2 g of 2,6-dichloro-4-(4-methoxybenzyl)aminopyrimidine. 2,6-Dichloro-4-(4-methoxybenzyl)aminopyrimidine

후처리

  1. temperaturecooling
  2. additionwas further added dropwise
  3. extractionextracted with chloroform
  4. washthe organic layer was washed with saturated brine
  5. dry with materialAfter drying with anhydrous sodium sulfate
  6. customthe solvent was evaporated under a reduced pressure
  7. additionmixed solvent

출처 및 근거

ORD 기록
ord-aecb3be46d584f14a07749a95e25f6e3
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06573377B1

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