Triethylamine → Phenyl (6-((2-methylpyridin-3-yl)oxy)pyridin-3-yl)carbamate

HRID 840549노트

반응식

HRID 840549 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[C:10]([CH3:15])=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:6][CH:7]=1.C(N(CC)CC)C.Cl[C:24]([O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:25]>C(Cl)Cl>[CH3:15][C:10]1[C:9]([O:8][C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:24](=[O:25])[O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:7][N:6]=2)=[CH:14][CH:13]=[CH:12][N:11]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 108219466-[(2-Methyl-3-pyridinyl)oxy]-3-pyridinamine

생성물 1

HCID 4714952Phenyl (6-((2-methylpyridin-3-yl)oxy)pyridin-3-yl)carbamate수율 56%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-20 °C

실험 절차

5-Amino-2-(2-methylpyridin-3-yloxy)pyridine (D9, 60.3 g, 0.3 mole) in dry CH2Cl2 (2.5L) was cooled to −20° C. under argon. Triethylamine (46 ml, 0.33 mole) was added, followed dropwise by phenyl chloroformate (41 ml, 0.33 mole) and the mixture was stirred at −20° C. for 1 hour. After warming to ambient temperature, the mixture was washed with dil. aq. NaHCO3, dried (Na2SO4) and evaporated in vacuo. The residue was recrystallised from ethyl acetate/60-80° petroleum ether to afford the title compound (53.7 g, 56%) as a pink solid.

후처리

  1. temperatureAfter warming to ambient temperature
  2. washthe mixture was washed with dil. aq. NaHCO3
  3. dry with materialdried (Na2SO4)
  4. customevaporated in vacuo
  5. customThe residue was recrystallised from ethyl acetate/60-80° petroleum ether

출처 및 근거

ORD 기록
ord-d221860adb6144c5ae9d7bee5a9e6bf9
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06369060B1

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