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Hydrogen chloride-ethyl acetate → N-((2S)-1-((2-(4-(cyclopropylmethoxy)-2,5-difluorophenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

HRID 2277206
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HRID 2277206 반응식
[CH:1]1([CH2:4][O:5][C:6]2[C:11]([F:12])=[CH:10][C:9]([C:13]3[O:14][C:15]4[CH:20]=[C:19]([O:21][CH2:22][C@@H:23]([NH:25]C(=O)OC(C)(C)C)[CH3:24])[N:18]=[CH:17][C:16]=4[N:33]=3)=[C:8]([F:34])[CH:7]=2)[CH2:3][CH2:2]1.Cl.[C:36](OCC)(=[O:38])[CH3:37]>>[CH:1]1([CH2:4][O:5][C:6]2[C:11]([F:12])=[CH:10][C:9]([C:13]3[O:14][C:15]4[CH:20]=[C:19]([O:21][CH2:22][C@@H:23]([NH:25][C:36](=[O:38])[CH3:37])[CH3:24])[N:18]=[CH:17][C:16]=4[N:33]=3)=[C:8]([F:34])[CH:7]=2)[CH2:3][CH2:2]1
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참가 물질

3

반응물 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86731266HCID 86731266, 화합물

생성물 1

HCID 86731268N-((2S)-1-((2-(4-(cyclopropylmethoxy)-2,5-difluorophenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

실험 절차

To tert-butyl ((2S)-1-((2-(4-(cyclopropylmethoxy)-2,5-difluorophenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)carbamate (1.64 g) was added 4M hydrogen chloride/ethyl acetate (5 mL), and the mixture was stirred at room temperature for 10 min, and concentrated. To the residue were added pyridine (5 mL) and acetic anhydride (5 mL), and the mixture was stirred at room temperature for 15 min. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (411 mg).

후처리

  • concentrationconcentrated
  • additionTo the residue were added pyridine (5 mL) and acetic anhydride (5 mL)
  • stirringthe mixture was stirred at room temperature for 15 min
  • concentrationThe reaction mixture was concentrated under reduced pressure
  • customthe residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate)
  • 출처 및 근거

    ORD 기록
    ord-1289ea7e7446421b8df4d570733fd669
    출처 데이터셋
    uspto-grants-2015_09
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US09133129B2

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