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Trifluoroacetic acid → HCID 53389792、化合物

HRID 446933
ノート
印刷プレビュー

反応式

HRID 446933 の反応式
[CH2:1]([NH:3][C:4]([CH2:6][CH:7]([NH:9][C:10]([C:12]1[C:20]2[C:15](=[N:16][CH:17]=[C:18]([CH:21]3[CH2:23][CH2:22]3)[N:19]=2)[N:14](COCC[Si](C)(C)C)[CH:13]=1)=[O:11])[CH3:8])=[O:5])[CH3:2].FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([NH:3][C:4]([CH2:6][CH:7]([NH:9][C:10]([C:12]1[C:20]2[C:15](=[N:16][CH:17]=[C:18]([CH:21]3[CH2:22][CH2:23]3)[N:19]=2)[NH:14][CH:13]=1)=[O:11])[CH3:8])=[O:5])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67388110HCID 67388110、化合物

生成物 1

HCID 53389792HCID 53389792、化合物収率 16%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (2-ethylcarbamoyl-1-methyl-ethyl)-amide (0.114 g, 0.25 mmol) in CH2Cl2 (8 mL) was added trifluoroacetic acid (1.0 mL). The reaction mixture was stirred at room temperature overnight then concentrated. The residue was dissolved in MeOH (7 mL) and H2O (0.5 mL) and Et3N (1 mL) were added. The reaction mixture was stirred at room temperature overnight then concentrated. The residue was purified by SiO2 chromatography (4% MeOH/CH2Cl2) to afford 0.012 g (16%) of 2-cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (2-ethylcarbamoyl-1-methyl-ethyl)-amide as a white solid. MS: (M+H)+=316; mp=182.0-184.0.

後処理

  1. concentrationthen concentrated
  2. dissolutionThe residue was dissolved in MeOH (7 mL)
  3. additionH2O (0.5 mL) and Et3N (1 mL) were added
  4. stirringThe reaction mixture was stirred at room temperature overnight
  5. concentrationthen concentrated
  6. customThe residue was purified by SiO2 chromatography (4% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-f63084b3cc594e0cbdc46d394f399186
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08481541B2

反応ノート

読み込み中…

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