Acetic Acid → HCID 16064349、化合物

HRID 1991120ノート

反応式

HRID 1991120 の反応式
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

参加物

5

反応物 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 59128683HCID 59128683、化合物

生成物 1

HCID 16064349HCID 16064349、化合物収率 27%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1ae6308b0e9148b293d616f991856205
出典データセット
uspto-grants-2010_01
特許番号
US07645769B2

反応ノート

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