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Trifluoroacetic acid → HCID 178511763, 화합물

HRID 227148
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HRID 227148 반응식
C(OC(=O)[NH:7][C@H:8]([C:16]1[NH:20][C:19]2[CH:21]=[CH:22][C:23]([I:25])=[CH:24][C:18]=2[N:17]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[I:25][C:23]1[CH:22]=[CH:21][C:19]2[NH:20][C:16]([C@@H:8]([NH2:7])[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[N:17][C:18]=2[CH:24]=1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 178454142HCID 178454142, 화합물

생성물 1

HCID 178511763HCID 178511763, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a solution of [(S)-1-(5-iodo-1H-benzoimidazol-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (1.0 g, 2.16 mmol) in dichloromethane (11 mL) at 0° C. under an atmosphere of nitrogen was added trifluoroacetic acid (6.0 mL, 81 mmol) and the mixture stirred at 0° C. with warming to room temperature over 2 hours. The reaction mixture was concentrated in vacuo then basified with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate (2×25 mL). The organic extracts were combined, washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to give (S)-1-(5-iodo-1H-benzoimidazol-2-yl)-2-phenyl-ethylamine which was used in the subsequent step without further purification (750 mg, 96%).

후처리

  1. temperaturewith warming to room temperature over 2 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. extractionextracted with ethyl acetate (2×25 mL)
  4. washwashed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ff1dff13a83d4da59f7e58c97b7fd761
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07557221B2

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