Hydrochloric Acid → HCID 178470902, 화합물

HRID 1057173노트

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HRID 1057173 반응식
Cl.[C:2]1(/[C:8](/[CH2:38][CH3:39])=[C:9](\[C:25]2[CH:30]=[CH:29][C:28](/[CH:31]=[CH:32]/[C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:27][CH:26]=2)/[C:10]2[CH:24]=[CH:23][C:13]3[N:14](C4CCCCO4)[N:15]=[N:16][C:12]=3[CH:11]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.C(OCC)(=O)C>[NH:14]1[C:13]2[CH:23]=[CH:24][C:10](/[C:9](/[C:25]3[CH:26]=[CH:27][C:28](/[CH:31]=[CH:32]/[C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:29][CH:30]=3)=[C:8](/[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)\[CH2:38][CH3:39])=[CH:11][C:12]=2[N:16]=[N:15]1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 86695284(E)-Ethyl 3-(4-((E)-2-phenyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d][1,2,3]triazol-5-yl)but-1-en-1-yl)phenyl)acrylate

생성물 1

HCID 178470902HCID 178470902, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

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온도
70 °C

실험 절차

Hydrochloric acid (2.7 mL, 2M in diethyl ether) was added to a solution of (E)-ethyl 3-(4-((E)-2-phenyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d][1,2,3]triazol-5-yl)but-1-en-1-yl)phenyl)acrylate (0.28 g, 0.55 mmol) in ethyl alcohol (27 mL) at room temperature, and the resulting mixture was heated at 70° C. for 2 h. The reaction was monitored by TLC. Upon completion, the mixture was cooled down to room temperature and concentrated to give a pale yellow solid. This solid was dissolved in ethyl acetate (100 mL), washed with saturated NaHCO3 (50 mL), water (100 mL) and brine (50 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated to give the crude product. This crude material was purified on a silica gel column eluted with 0-50% ethyl acetate in hexanes affording the title compound. LCMS: 424 (M+H)+.

후처리

  1. temperatureUpon completion, the mixture was cooled down to room temperature
  2. concentrationconcentrated
  3. customto give a pale yellow solid
  4. washwashed with saturated NaHCO3 (50 mL), water (100 mL) and brine (50 mL)
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9982920574004adc8b03374cd467bfa7
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09399646B2

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