N-(4-Aminophenyl)-N-methylacetamide → HCID 178474550, 화합물

HRID 2182751노트

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HRID 2182751 반응식
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([NH:11][CH:12]2[CH2:15][CH2:14][CH2:13]2)[N:3]=1.[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]([CH3:27])[C:24](=[O:26])[CH3:25])=[CH:19][CH:18]=1>Cl[Si](C)(C)C.C(O)CCC>[ClH:1].[CH:12]1([NH:11][C:4]2[N:3]=[C:2]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([N:23]([CH3:27])[C:24](=[O:26])[CH3:25])=[CH:21][CH:22]=3)[N:10]=[C:9]3[C:5]=2[N:6]=[CH:7][NH:8]3)[CH2:15][CH2:14][CH2:13]1

참가 물질

5

반응물 2

HCID 67068N-(4-Aminophenyl)-N-methylacetamideHCID 178478379HCID 178478379, 화합물

생성물 1

HCID 178474550HCID 178474550, 화합물수율 61.8%

시약·촉매·용매 2

HCID 6397Chlorotrimethylsilane촉매HCID 2631-Butanol용매

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온도
117 °C

실험 절차

A 5 L, 4-neck, round-bottomed flask fitted with a mechanical stirrer, digital thermometer, heating and cooling capabilities, condenser, addition funnel, and nitrogen inlet and outlet, was flushed with nitrogen and charged with 479.8 g (2.15 moles) of 2-chloro-N-cyclobutyl-9H-purin-6-amine, 387.5 g (2.36 moles) of N-(4-aminophenyl)-N-methyl-acetamide, and 3.6 L of dry 1-butanol. The mixture was stirred and 2.72 mL (0.02 moles) of chlorotrimethylsilane was added at 25° C. The mixture was heated to 117° C. over about 50 minutes. The reaction temperature and stirring was maintained for 12.5 hours. The mixture was cooled to 50° C. over a period of 2 hours. A temperature of 50° C. was maintained for an additional hour. The product was filtered and the filter cake was washed three times with a total of 1.2 L of 1-butanol. The filter cake was collected and dried at 50° C./20 mm Hg for 24 hours to give 514.3 g of light yellow crystalline solid. Theoretical yield was 832.0 g. Actual yield was 61.8%.

후처리

  1. customA 5 L, 4-neck, round-bottomed flask fitted with a mechanical stirrer
  2. temperaturedigital thermometer, heating
  3. temperaturecooling
  4. additioncapabilities, condenser, addition funnel, and nitrogen inlet and outlet
  5. customwas flushed with nitrogen
  6. stirringThe reaction temperature and stirring
  7. temperaturewas maintained for 12.5 hours
  8. temperatureThe mixture was cooled to 50° C. over a period of 2 hours
  9. temperatureA temperature of 50° C. was maintained for an additional hour
  10. filtrationThe product was filtered
  11. washthe filter cake was washed three times with a total of 1.2 L of 1-butanol
  12. customThe filter cake was collected
  13. customdried at 50° C./20 mm Hg for 24 hours

출처 및 근거

ORD 기록
ord-1535a1c2a54f4e70a36dc4c2d63868fd
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06897307B2

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