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Hydrochloric Acid → HCID 54575253, 화합물

HRID 2096274
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HRID 2096274 반응식
[O:1]=[C:2]1[NH:7][CH:6]=[C:5]([CH2:8][C:9]2[CH:10]=[C:11]([CH:17]=[CH:18][CH:19]=2)[C:12]([O:14]CC)=[O:13])[N:4]2[CH:20]=[C:21]([C:23]3[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=3)[CH:22]=[C:3]12.[OH-].[Na+].Cl>O1CCCC1.O>[O:1]=[C:2]1[NH:7][CH:6]=[C:5]([CH2:8][C:9]2[CH:10]=[C:11]([CH:17]=[CH:18][CH:19]=2)[C:12]([OH:14])=[O:13])[N:4]2[CH:20]=[C:21]([C:23]3[CH:24]=[CH:25][N:26]=[CH:27][CH:28]=3)[CH:22]=[C:3]12
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54575250HCID 54575250, 화합물

생성물 1

HCID 54575253HCID 54575253, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

To a suspension of EXAMPLE 4E (30 mg, 0.08 mmol) in tetrahydrofuran (5 mL) was added NaOH (32 mg, 0.8 mmol) in water (0.5 ml). The reaction mixture was heated at 80° C. overnight. After cooling, the reaction mixture was neutralized with 1N aqueous HCl, and concentrated. The residue was separated by HPLC (0-100% gradient CH3CN in water containing 0.1% CF3CO2H to afford the title compound. MS (DCI/NH3) m/z 346 (M+H)+; 1H NMR (300 MHz, dimethylsulfoxide-d6): δ 4.19 (s, 2H), 6.59 (d, J=5.55 Hz, 1H), 7.47 (t, J=7.54 Hz, 1H), 7.68 (d, J=7.54 Hz, 1H), 7.77 (d, J=1.59 Hz, 1H), 7.82 (d, J=7.93 Hz, 1H), 7.97 (s, 1H), 8.19 (d, J=6.74 Hz, 2H), 8.33 (d, J=1.59 Hz, 1H), 8.73 (d, J=6.35 Hz, 2H), 10.74 (d, J=5.55 Hz, 1H), 12.98 (s, 1H).

후처리

  1. temperatureAfter cooling
  2. concentrationconcentrated
  3. customThe residue was separated by HPLC (0-100% gradient CH3CN in water containing 0.1% CF3CO2H

출처 및 근거

ORD 기록
ord-de234c6b343745ec8478c929578b90f6
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450320B2

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