Acetic Acid → HCID 16064349, 화합물

HRID 1991120노트

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HRID 1991120 반응식
C1(S([N:10]2[C:14]3=[N:15][CH:16]=[C:17]([NH:19][C:20]([C:22]4[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=4[C:24]([OH:26])=[O:25])=[O:21])[CH:18]=[C:13]3[C:12]([C:31]3[S:35][CH:34]=[N:33][CH:32]=3)=[CH:11]2)(=O)=O)C=CC=CC=1.[OH-].[Na+].C(O)(=O)C>CCO>[S:35]1[C:31]([C:12]2[C:13]3[C:14](=[N:15][CH:16]=[C:17]([NH:19][C:20]([C:22]4[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=4[C:24]([OH:26])=[O:25])=[O:21])[CH:18]=3)[NH:10][CH:11]=2)=[CH:32][N:33]=[CH:34]1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 59128683HCID 59128683, 화합물

생성물 1

HCID 16064349HCID 16064349, 화합물수율 27%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sulfonamide 44 (20 mg, 40 μmol), 10% aqueous NaOH solution (0.36 mL, 0.9 mmol) in EtOH (1.0 mL) was refluxed for 30 min. The mixture was cooled, concentrated, treated with glacial acetic acid (0.72 mL, 12 mmol), and concentrated again. The residue was separated by LCMS (column LUNA 10 μ C18(2) 00G-4253-V0 250×50 mm) using water—MeCN (0.11% AcOH) as eluent (in gradient; flow 80 mL/min) to afford 45 (3.88 mg, 27%). 1H NMR (400 MHz; CDCl3+3 drops of CD3OD) δ 7.36 (dd, J=7.5, 2.5 Hz, 1H), 7.57 (s, 2H), 7.78 (s, 1H), 8.02 (d, J=2.0 Hz, 1H), 8.15 (d, J=1.8 Hz, 1H), 8.20 (d, J=1.9 Hz, 1H), 8.39 (d, J=2.1 Hz, 1H), 8.50 (s, 1H); MS (ES) m/z 406.3 (MH++MeCN).

후처리

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated
  3. concentrationconcentrated again
  4. customThe residue was separated by LCMS (column LUNA 10 μ C18(2) 00G-4253-V0 250×50 mm)

출처 및 근거

ORD 기록
ord-1ae6308b0e9148b293d616f991856205
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07645769B2

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