Trifluoroacetic acid → Diethyl 1-[(2S)-1-aminopropan-2-yl]-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate

HRID 1521724ノート

反応式

HRID 1521724 の反応式
C(OC([NH:8][CH2:9][C@@H:10]([N:12]1[C:16]2=[N:17][C:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][CH:20]=[C:15]2[CH:14]=[C:13]1[C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH3:11])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][CH2:9][C@@H:10]([N:12]1[C:16]2=[N:17][C:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][CH:20]=[C:15]2[CH:14]=[C:13]1[C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH3:11]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67238103Diethyl (S)-1-(1-((tert-butoxycarbonyl)amino)propan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate

生成物 1

HCID 67236980Diethyl 1-[(2S)-1-aminopropan-2-yl]-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate収率 95%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of diethyl 1-{(2S)-1-[(tert-butoxycarbonyl)amino]propan-2-yl}-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate (3.00 g, 7.15 mmol) in CH2Cl2 (20 mL) is added TFA (10 mL). The mixture is stirred at room temperature for 3 hr then is concentrated under reduced pressure. The residue is taken up in ethyl acetate and is washed with brine, is dried (Na2SO4) and concentrated in vacuo to afford the title compound (2.17 g) which is used in the next step without purification.

後処理

  1. concentrationthen is concentrated under reduced pressure
  2. washis washed with brine
  3. dry with materialis dried (Na2SO4)
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-59eb7f3fe701497ba6ae9ac180eae63e
出典データセット
uspto-grants-2015_07
特許番号
US09073926B2

反応ノート

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