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

HRID 2036602ノート

反応式

HRID 2036602 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-8b1b0306e31e429bbcf4b6ca89f15a7d
出典データセット
uspto-grants-2013_11
特許番号
US08575183B2

反応ノート

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