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

HRID 840549ノート

反応式

HRID 840549 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-20 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d221860adb6144c5ae9d7bee5a9e6bf9
出典データセット
uspto-grants-2002_04
特許番号
US06369060B1

反応ノート

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