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

HRID 1521714노트

반응식

HRID 1521714 반응식
C(OC([NH:8][CH:9]([CH3:31])[CH: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][CH:9]([CH3:31])[CH: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]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 67236832Diethyl 1-{3-[(tert-butoxycarbonyl)amino]butan-2-yl}-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate

생성물 1

HCID 67236563Diethyl 1-(3-aminobutan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate수율 83.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of diethyl 1-{3-[(tert-butoxycarbonyl)amino]butan-2-yl}-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate (6.00 g, 13.8 mmol) in CH2Cl2 (20 mL) is added TFA (10 mL). The mixture is stirred at room temperature for 16 h. The mixture is concentrated under reduced pressure and the residue is partitioned between ethyl acetate and saturated NaHCO3 solution. The resulting white solid was collected by filtration and dried in vacuo to afford the title compound (3.83 g, 83%). LCMS: 334.80 (M+H+).

후처리

  1. concentrationThe mixture is concentrated under reduced pressure
  2. customthe residue is partitioned between ethyl acetate and saturated NaHCO3 solution
  3. filtrationThe resulting white solid was collected by filtration
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-a75df8afce314d8c862e398c81a9dd9c
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073926B2

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