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Triethylamine → 1,1-Dimethylethyl (2S)-4-({6-[({6-[(4-fluorophenyl)oxy]-3-pyridinyl}carbonyl)(methyl)amino]-4-methyl-3-pyridinyl}methyl)-2-methyl-1-piperazinecarboxylate

HRID 534788
ノート
印刷プレビュー

反応式

HRID 534788 の反応式
[CH3:1][C@H:2]1[CH2:7][N:6]([CH2:8][C:9]2[CH:10]=[N:11][C:12]([NH:16][CH3:17])=[CH:13][C:14]=2[CH3:15])[CH2:5][CH2:4][N:3]1[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19].C(N(CC)CC)C.[F:32][C:33]1[CH:38]=[CH:37][C:36]([O:39][C:40]2[N:45]=[CH:44][C:43]([C:46](Cl)=[O:47])=[CH:42][CH:41]=2)=[CH:35][CH:34]=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[F:32][C:33]1[CH:38]=[CH:37][C:36]([O:39][C:40]2[N:45]=[CH:44][C:43]([C:46]([N:16]([CH3:17])[C:12]3[N:11]=[CH:10][C:9]([CH2:8][N:6]4[CH2:5][CH2:4][N:3]([C:18]([O:20][C:21]([CH3:22])([CH3:24])[CH3:23])=[O:19])[C@@H:2]([CH3:1])[CH2:7]4)=[C:14]([CH3:15])[CH:13]=3)=[O:47])=[CH:42][CH:41]=2)=[CH:35][CH:34]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 231490426-[(4-Fluorophenyl)oxy]-3-pyridinecarbonyl chlorideHCID 592621971,1-Dimethylethyl (2S)-2-methyl-4-{[4-methyl-6-(methylamino)-3-pyridinyl]methyl}-1-piperazinecarboxylate

生成物 1

HCID 592621991,1-Dimethylethyl (2S)-4-({6-[({6-[(4-fluorophenyl)oxy]-3-pyridinyl}carbonyl)(methyl)amino]-4-methyl-3-pyridinyl}methyl)-2-methyl-1-piperazinecarboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

1,1-Dimethylethyl (2S)-2-methyl-4-{[4-methyl-6-(methylamino)-3-pyridinyl]methyl}-1-piperazinecarboxylate (D101) (0.038 g, 0.11 mmol) was dissolved in dry DCM (2 mL). Triethylamine (0.016 g, 0.16 mmol) was added dropwise and after 5 minutes a solution of the acid chloride from step 1 in dry DCM (2 mL) was added dropwise. The reaction mixture was then left stirring under argon at room temperature overnight. Saturated aqueous NaHCO3 (15 mL) was added and the aqueous layer extracted with DCM (3×5 mL). The organic extracts were dried (Na2SO4) and the crude product was purified by column chromatography. Elution with a 0-100% EtOAc/petroleum ether gradient gave the title compound as a colourless oil (0.026 g). MS (ES): MH+ 550.4

後処理

  1. additionwas added dropwise
  2. waitThe reaction mixture was then left
  3. extractionthe aqueous layer extracted with DCM (3×5 mL)
  4. dry with materialThe organic extracts were dried (Na2SO4)
  5. customthe crude product was purified by column chromatography
  6. washElution with a 0-100% EtOAc/petroleum ether gradient

出典と根拠

ORDレコード
ord-c3126446feba4cbda58f77307a244f81
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08853218B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート