Methanol → 2-(2-Fluoro-3-(trifluoromethyl)phenyl)-N-(2-(2-hydroxyethyl)-6-(2-hydroxyethylamino)-1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide

HRID 1161290ノート

反応式

HRID 1161290 の反応式
C([O:4][CH2:5][CH2:6][NH:7][C:8]1[C:9]([NH:25][C:26](=[O:39])[CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[C:29]=2[F:38])=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14](=[O:18])[N:13]([CH2:19][CH2:20][O:21]C(=O)C)[CH:12]=[CH:11]2)(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>O>[F:38][C:29]1[C:30]([C:34]([F:37])([F:36])[F:35])=[CH:31][CH:32]=[CH:33][C:28]=1[CH2:27][C:26]([NH:25][C:9]1[C:8]([NH:7][CH2:6][CH2:5][OH:4])=[CH:17][CH:16]=[C:15]2[C:10]=1[CH:11]=[CH:12][N:13]([CH2:19][CH2:20][OH:21])[C:14]2=[O:18])=[O:39]

参加物

5

反応物 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 59515734HCID 59515734、化合物

生成物 1

HCID 247608872-(2-Fluoro-3-(trifluoromethyl)phenyl)-N-(2-(2-hydroxyethyl)-6-(2-hydroxyethylamino)-1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide

試薬・触媒・溶媒 1

HCID 962Water触媒

実験手順

A round bottom flask was charged with 2-(2-(2-acetoxyethyl)-5-(2-(2-fluoro-3-(trifluoromethyl)phenyl)acetamido)-1-oxo-1,2-dihydroisoquinolin-6-ylamino)ethyl acetate (120 mg, 0.00022 mol), potassium carbonate (45 mg, 0.00033 mol) and methanol (3 mL, 0.07 mol) and 2 drops of water was added and the reaction stirred at room temperature for 30 minutes and was filtered over sodium sulfate and the solvent removed and the residue purified by flash chromatography to get the product as white solid. MS m/z=468.4 (M+H). 1H NMR (400 MHz ) δ 9.45 (s, 1H), 7.98 (d, J=8.95 Hz, 1H), 7.79 (t, J=7.45 Hz, 1H), 7.70 (t, J=7.09 Hz, 1H), 7.40 (t, J=7.83 Hz, 1H), 7.22 (d, J=7.83 Hz, 1H), 6.91 (d, J=9.08 Hz, 1H), 6.16 (d, J=7.73 Hz, 1H), 5.64 (t, J=5.72 Hz, 1H), 4.84 (t, J=5.33 Hz, 1H), 4.76 (t, J=5.48 Hz, 1H), 3.96 (s, 2H), 3.91 (t, J=5.27 Hz, 2H), 3.62-3.53 (m, 4H), 3.27 (q, J=6.15 Hz, 2H).

後処理

  1. additionwas added
  2. filtrationwas filtered over sodium sulfate
  3. customthe solvent removed
  4. customthe residue purified by flash chromatography

出典と根拠

ORDレコード
ord-b7a516da6748416a85d39d8e8c133d5d
出典データセット
uspto-grants-2010_10
特許番号
US07816371B2

反応ノート

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