Hydrochloric Acid → 1-(3-(3,5-Difluorophenyl)benzo[b]thiophen-2-yl)ethanamine

HRID 2036602노트

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HRID 2036602 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:10]3[CH:26]=[CH:25][CH:24]=[CH:23][C:11]=3[S:12][C:13]=2[CH:14]([NH:16]S(C(C)(C)C)=O)[CH3:15])[CH:5]=[C:6]([F:8])[CH:7]=1.Cl>C1COCC1>[F:8][C:6]1[CH:5]=[C:4]([C:9]2[C:10]3[CH:26]=[CH:25][CH:24]=[CH:23][C:11]=3[S:12][C:13]=2[CH:14]([NH2:16])[CH3:15])[CH:3]=[C:2]([F:1])[CH:7]=1

참가 물질

4

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HCID 313Hydrochloric AcidHCID 58459329N-(1-(3-(3,5-difluorophenyl)-benzo[b]thiophen-2-yl)ethyl)-2-methylpropane-2-sulfinamide

생성물 1

HCID 584591961-(3-(3,5-Difluorophenyl)benzo[b]thiophen-2-yl)ethanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of N-(1-(3-(3,5-difluorophenyl)benzo[b]thiophen-2-yl)ethyl)-2-methylpropane-2-sulfinamide (392 mg, 0.996 mmol) in THF (7 mL) at rt was added HCl (1.0 mL, 11.85 mmol). The reaction was stirred at ambient temperature for 10 min, after which time LC-MS indicated no starting material remained. The reaction was poured into satd. aq. NaHCO3 and extracted two times with EtOAc. The combined organic extracts were stirred over MgSO4, filtered and concentrated under reduced pressure to give 1-(3-(3,5-difluorophenyl)benzo[b]thiophen-2-yl)ethanamine as a colorless oil: 1H NMR (500 MHz, CDCl3) δ 1.35 (d, J=6.7 Hz, 3H), 1.60 (br. s., 2H), 4.39 (q, J=6.6 Hz, 1H), 6.73-6.86 (m, 3H), 7.19-7.24 (m, 2H), 7.30-7.36 (m, 1H), 7.71-7.77 (m, 1H); LC-MS (ESI)] m/z 273.0 [M+H]+.

후처리

  1. additionThe reaction was poured into satd
  2. extractionaq. NaHCO3 and extracted two times with EtOAc
  3. stirringThe combined organic extracts were stirred over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8b1b0306e31e429bbcf4b6ca89f15a7d
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575183B2

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